[go: up one dir, main page]

CN1168713C - 制备鼻病毒蛋白酶抑制剂的合成路线以及关键的中间体 - Google Patents

制备鼻病毒蛋白酶抑制剂的合成路线以及关键的中间体 Download PDF

Info

Publication number
CN1168713C
CN1168713C CNB008118779A CN00811877A CN1168713C CN 1168713 C CN1168713 C CN 1168713C CN B008118779 A CNB008118779 A CN B008118779A CN 00811877 A CN00811877 A CN 00811877A CN 1168713 C CN1168713 C CN 1168713C
Authority
CN
China
Prior art keywords
formula
compound
reaction
compounds
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CNB008118779A
Other languages
English (en)
Chinese (zh)
Other versions
CN1374947A (zh
Inventor
ƽ
田清平
N·K·奈亚
S·巴布
��������
陶军华
��˹��ŵ��
T·J·莫兰
С��׳
R·小达尼诺
L·J·小米彻尔
÷
T·P·雷马楚克
M·J·梅尔尼克
S·L·本德
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Agouron Pharmaceuticals LLC
Original Assignee
Agouron Pharmaceuticals LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agouron Pharmaceuticals LLC filed Critical Agouron Pharmaceuticals LLC
Publication of CN1374947A publication Critical patent/CN1374947A/zh
Application granted granted Critical
Publication of CN1168713C publication Critical patent/CN1168713C/zh
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • B01J19/2415Tubular reactors
    • B01J19/2435Loop-type reactors
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • B01J19/2475Membrane reactors
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/26Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
    • C07C303/28Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/732Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D261/00Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/10Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D261/18Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049Controlling or regulating processes
    • B01J2219/00051Controlling the temperature
    • B01J2219/00074Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00087Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
    • B01J2219/00099Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor the reactor being immersed in the heat exchange medium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049Controlling or regulating processes
    • B01J2219/00051Controlling the temperature
    • B01J2219/00159Controlling the temperature controlling multiple zones along the direction of flow, e.g. pre-heating and after-cooling

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pyridine Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Pyrrole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
CNB008118779A 1999-08-24 2000-08-23 制备鼻病毒蛋白酶抑制剂的合成路线以及关键的中间体 Expired - Fee Related CN1168713C (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US15035899P 1999-08-24 1999-08-24
US60/150,358 1999-08-24

Publications (2)

Publication Number Publication Date
CN1374947A CN1374947A (zh) 2002-10-16
CN1168713C true CN1168713C (zh) 2004-09-29

Family

ID=22534156

Family Applications (1)

Application Number Title Priority Date Filing Date
CNB008118779A Expired - Fee Related CN1168713C (zh) 1999-08-24 2000-08-23 制备鼻病毒蛋白酶抑制剂的合成路线以及关键的中间体

Country Status (20)

Country Link
EP (1) EP1206450A1 (es)
JP (1) JP2003507453A (es)
KR (1) KR20020046283A (es)
CN (1) CN1168713C (es)
AR (1) AR025380A1 (es)
AU (1) AU770221B2 (es)
BR (1) BR0013306A (es)
CA (1) CA2376452A1 (es)
CO (1) CO5200782A1 (es)
CZ (1) CZ2002632A3 (es)
HK (1) HK1049336B (es)
HU (1) HUP0203365A3 (es)
IL (1) IL147674A0 (es)
MX (1) MXPA02001944A (es)
PE (1) PE20010517A1 (es)
PL (1) PL353997A1 (es)
TW (1) TWI245040B (es)
UY (1) UY26307A1 (es)
WO (1) WO2001014329A1 (es)
ZA (1) ZA200200504B (es)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1073672B1 (en) 1998-04-30 2003-08-27 Agouron Pharmaceuticals, Inc. Antipicornaviral compounds, their preparation and use
DK1206484T3 (da) 1999-08-04 2005-01-24 Agouron Pharma Antipicornavirale forbindelser og sammensætninger, deres farmaceutiske anvendelser og materialer til deres syntese
PA8507801A1 (es) 1999-12-03 2002-08-26 Agouron Pharma Compuestos y composiciones antipicornavirales, sus usos farmaceuticos y los materiales para su sintesis
PE20011277A1 (es) 2000-04-14 2002-01-07 Agouron Pharma Compuestos y composiciones antipicornavirales, sus usos farmaceuticos y los materiales para su sintesis
JP2004503533A (ja) 2000-06-14 2004-02-05 アグロン・ファーマシュウティカルズ・インコーポレーテッド 抗ピコルナウイルス化合物及び組成物、その医薬的使用、並びにその合成のための物質
CN1309712C (zh) * 2004-04-02 2007-04-11 中国科学院上海有机化学研究所 Ag7088类化合物的关键中间体的前体及其合成方法
EP4114384A1 (en) 2020-03-06 2023-01-11 Pfizer Inc. Methods of inhibiting sars-cov-2 replication and treating coronavirus disease 2019
CN115322130B (zh) * 2022-08-02 2024-05-14 南京正济医药研究有限公司 制备(s)-2-(boc-氨基)-3-[(s)-2-氧代-3-吡咯烷基]丙酸甲酯
CN115260074B (zh) * 2022-08-02 2024-06-21 爱斯特(成都)生物制药股份有限公司 一种口服抗病毒药物Paxlovid中间体的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69733137T2 (de) * 1996-05-14 2006-03-02 Agouron Pharmaceuticals, Inc., San Diego Inhibitoren von picornavirus 3c protease und verfahren zur herstellung und verwendung
CA2289541A1 (en) * 1997-03-28 1998-10-08 Peter S. Dragovich Antipicornaviral compouds, compositions containing them, and methods for their use
US5962487A (en) * 1997-12-16 1999-10-05 Agouron Pharmaceuticals, Inc. Antipicornaviral compounds and methods for their use and preparation
EP1073672B1 (en) * 1998-04-30 2003-08-27 Agouron Pharmaceuticals, Inc. Antipicornaviral compounds, their preparation and use

Also Published As

Publication number Publication date
AU6797100A (en) 2001-03-19
PE20010517A1 (es) 2001-05-16
CZ2002632A3 (cs) 2003-04-16
JP2003507453A (ja) 2003-02-25
KR20020046283A (ko) 2002-06-20
HK1049336A1 (en) 2003-05-09
HUP0203365A3 (en) 2003-12-29
BR0013306A (pt) 2002-05-28
HUP0203365A2 (hu) 2003-02-28
CA2376452A1 (en) 2001-03-01
ZA200200504B (en) 2003-03-26
CN1374947A (zh) 2002-10-16
EP1206450A1 (en) 2002-05-22
AU770221B2 (en) 2004-02-19
PL353997A1 (en) 2003-12-15
WO2001014329A1 (en) 2001-03-01
HK1049336B (zh) 2005-05-20
MXPA02001944A (es) 2002-10-31
UY26307A1 (es) 2001-04-30
TWI245040B (en) 2005-12-11
CO5200782A1 (es) 2002-09-27
AR025380A1 (es) 2002-11-20
IL147674A0 (en) 2002-08-14

Similar Documents

Publication Publication Date Title
CN1173174A (zh) 取代的噁唑烷需钙蛋白酶和/或组织蛋白酶b抑制剂
CN101035790A (zh) (1s,5s)-3-(5,6-二氯代吡啶-3-基)-3,6-二氮杂二环[3.2.0]庚烷苯磺酸盐
CN1168713C (zh) 制备鼻病毒蛋白酶抑制剂的合成路线以及关键的中间体
CN1771234A (zh) 吡咯并三嗪激酶抑制剂的制备方法
CN1798744A (zh) 作为nmda/nr2b拮抗剂的3-氟-哌啶化合物
CN1934083A (zh) 作为肾素抑制剂用于治疗高血压的5-氨基-4-羟基-7-(1h-吲哚基甲基)-8-甲基壬酰胺衍生物
CN1125575A (zh) 粘附受体拮抗剂
CN1255498A (zh) 生长激素促分泌剂的制备方法和中间体
CN1205704A (zh) 2,7-取代的八氢-吡咯并[1,2-a]吡嗪衍生物
CN1025334C (zh) 新的谷氨酸衍生物的制备方法
CN1337960A (zh) 作为abeta原纤维形成抑制剂的哌啶和哌嗪衍生物
CN1753886A (zh) 多元碱化合物的酸加成盐的制造方法
CN101068782A (zh) 合成4-(3-磺酰基苯基)-哌啶类的方法
CN1900076A (zh) 四氢原小檗碱类化合物及其制备方法和用途
CN1137891C (zh) 生长激素促分泌素的制备方法
CN1083425C (zh) 由环氧化物制备顺式-1-氨基-2-链烷醇的区域专一性方法
CN1130905A (zh) Hiv蛋白酶抑制剂的制备方法
CN1252402A (zh) Hiv蛋白酶抑制剂的制备方法
CN101065361A (zh) 具有取代己内酰胺环的bengamides,其制备方法,含有它们的组合物与其用途
CN1117729A (zh) 吗啉衍生物
CN1041731C (zh) 吡啶并[1,2,3—d,e][1,3,4]苯并噁二嗪衍生物
CN1253458C (zh) 物质gm-95的制备方法
CN1269798A (zh) 立体异构吲哚化合物、其制备方法及用途
US6774243B2 (en) Efficient synthetic routes for the preparation of rhinovirus protease inhibitors and key intermediates
CN1486298A (zh) 兴奋性氨基酸前体药物

Legal Events

Date Code Title Description
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C19 Lapse of patent right due to non-payment of the annual fee
CF01 Termination of patent right due to non-payment of annual fee