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GB1011650A - L-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine - Google Patents

L-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine

Info

Publication number
GB1011650A
GB1011650A GB30491/64A GB3049164A GB1011650A GB 1011650 A GB1011650 A GB 1011650A GB 30491/64 A GB30491/64 A GB 30491/64A GB 3049164 A GB3049164 A GB 3049164A GB 1011650 A GB1011650 A GB 1011650A
Authority
GB
United Kingdom
Prior art keywords
dimethoxy
amino
propionitrile
benzyl
alanine
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
Application number
GB30491/64A
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.)
Roche Diagnostics GmbH
Original Assignee
Boehringer Mannheim GmbH
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 Boehringer Mannheim GmbH filed Critical Boehringer Mannheim GmbH
Publication of GB1011650A publication Critical patent/GB1011650A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L - (-) - a - Methyl - b - (3,4 - dihydroxyphenyl) -alanine is prepared by reacting 3,4-dimethoxy-phenyl-acetone, an alkali metal cyanide and an ammonium salt in a concentrated aqueous solution of ammonia, reacting the D,L- a - amino - a - (3,4 - dimethoxy - benzyl) - propionitrile obtained with D-tartaric acid at a temperature of 0 DEG to 20 DEG C. in aqueous suspension, separating off the precipitated bitartrate of D - a - amino - a - (3,4 - dimethoxy - benzyl)-propionitrile, neutralizing the mother liquor and extracting with an inert organic solvent, treating the extract with a hydrohalic acid to form an L - (x) - a - amino - a - (3,4 - dimethoxybenzyl) - propionitrile hydrohalide and hydrolysing this by boiling with an aqueous hydrohalic acid to L - (-) - a - methyl - b - (3,4 - dihydroxyphenyl) - alanine, the bitartrate of D - a - amino - a - (3,4 - dimethoxy - benzyl) - propionitrile obtained by the optical separation being recemized in a neutral or alkaline medium to D,L - a - amino - a - (3,4 - dimethoxy - benzyl)-propionitrile which is then returned to the separation stage. In a modification of the process the 3,4-dimethoxy-phenyl-acetone is used in the form of its bisulphite adduct and the reaction with the alkali metal cyanide is carried out in the concentrated aqueous solution of ammonia without the use of the ammonium salt.
GB30491/64A 1963-07-20 1964-08-04 L-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine Expired GB1011650A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB72780A DE1274586B (en) 1963-07-20 1963-07-20 Process for the preparation of L- (í¬) -ª ‡ -Methyl-ª ‰ - (3, 4-dihydroxyphenyl) -alanine

Publications (1)

Publication Number Publication Date
GB1011650A true GB1011650A (en) 1965-12-01

Family

ID=6977589

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30491/64A Expired GB1011650A (en) 1963-07-20 1964-08-04 L-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine

Country Status (9)

Country Link
AT (1) AT250934B (en)
BE (1) BE650702A (en)
CH (1) CH446377A (en)
DE (1) DE1274586B (en)
ES (1) ES302094A1 (en)
FI (1) FI42579B (en)
GB (1) GB1011650A (en)
LU (1) LU46385A1 (en)
NL (1) NL140229B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022140372A1 (en) 2020-12-23 2022-06-30 Immunomolecular Therapeutics, Inc. METHODS FOR PRODUCING D-α-METHYLDOPA

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1183912B (en) 1962-12-15 1964-12-23 Bayer Ag Process for the preparation of alpha-amino-alpha-methyl-beta- (3, 4-dimethoxyphenyl) -pril

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022140372A1 (en) 2020-12-23 2022-06-30 Immunomolecular Therapeutics, Inc. METHODS FOR PRODUCING D-α-METHYLDOPA
EP4267123A4 (en) * 2020-12-23 2025-02-26 ImmunoMolecular Therapeutics, Inc. PROCESSES FOR THE PRODUCTION OF D-?-METHYLDOPA

Also Published As

Publication number Publication date
CH446377A (en) 1967-11-15
LU46385A1 (en) 1972-01-01
NL140229B (en) 1973-11-15
DE1274586B (en) 1968-08-08
NL6408234A (en) 1965-01-21
BE650702A (en) 1965-01-18
ES302094A1 (en) 1965-01-01
FI42579B (en) 1970-06-01
AT250934B (en) 1966-12-12

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