IT1064067B - 17 Alpha, 21-dihydroxy-steroid 17-monoesters prepn. - by 17-esterifying 21-phosphates and enzymatically dephosphorylating - Google Patents
17 Alpha, 21-dihydroxy-steroid 17-monoesters prepn. - by 17-esterifying 21-phosphates and enzymatically dephosphorylatingInfo
- Publication number
- IT1064067B IT1064067B IT1905974A IT1905974A IT1064067B IT 1064067 B IT1064067 B IT 1064067B IT 1905974 A IT1905974 A IT 1905974A IT 1905974 A IT1905974 A IT 1905974A IT 1064067 B IT1064067 B IT 1064067B
- Authority
- IT
- Italy
- Prior art keywords
- dihydroxy
- 17alpha
- esterifying
- monoesters
- steroid
- Prior art date
Links
- 229910019142 PO4 Inorganic materials 0.000 title abstract 3
- 239000010452 phosphate Substances 0.000 abstract 2
- GZCWLCBFPRFLKL-UHFFFAOYSA-N 1-prop-2-ynoxypropan-2-ol Chemical compound CC(O)COCC#C GZCWLCBFPRFLKL-UHFFFAOYSA-N 0.000 abstract 1
- 102000013563 Acid Phosphatase Human genes 0.000 abstract 1
- 108010051457 Acid Phosphatase Proteins 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000006209 dephosphorylation reaction Methods 0.000 abstract 1
- 230000007071 enzymatic hydrolysis Effects 0.000 abstract 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 abstract 1
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 abstract 1
- 229960004618 prednisone Drugs 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Steroid Compounds (AREA)
Abstract
17-Monoesters of 17alpha, 21-dihydroxy-steroids, e.g., prednisone 17-formate, are prepd. by (a) esterifying the corresp. 17alpha, 21-dihydroxy-steroid 21-phosphate with suitable acylating agent under very mild conditions so that only the 17alpha-hydroxy gp. is directly esterified and (b) subsequently sephosphorylating the resulting 17alpha-acyloxy-21-phosphate by enzymatic hydrolysis with an acid phosphatase at regulated pH. Certain specified prodts. are new and claimed cpds. Under the mild conditions employed, substantially complete 17-acylation can be achieved without affecting any other OH gps. which may be present in the molecule. the 21-dephosphorylation is highly selective.
Priority Applications (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1905974A IT1064067B (en) | 1974-01-04 | 1974-01-04 | 17 Alpha, 21-dihydroxy-steroid 17-monoesters prepn. - by 17-esterifying 21-phosphates and enzymatically dephosphorylating |
| FI1892/74A FI189274A7 (en) | 1974-01-04 | 1974-06-20 | |
| SE7407989A SE408898B (en) | 1974-01-04 | 1974-06-24 | PROCEDURE FOR THE PREPARATION OF A 17-MONOESTER OF 17ALFA, 21-DIHYDROXISTEROIDS |
| NL7408524A NL7408524A (en) | 1974-01-04 | 1974-06-25 | PROCESS FOR PREPARING 17-ACYLESTERS 7(ALPHA),21-DIHYDROXYSTEROIDES OF THE PREGNAN- . |
| DK342774A DK132661C (en) | 1974-01-04 | 1974-06-26 | PROCEDURE FOR THE PREPARATION OF 17-ACYLESTERS OF 17ALFA, 21-DIHYDROXYSTEROIDS OF THE PREGNAN RANGE |
| AU70507/74A AU7050774A (en) | 1974-01-04 | 1974-06-26 | 17-acyl esters of 17a,21-dihydroxysteroids |
| CA203,680A CA1034521A (en) | 1974-01-04 | 1974-06-28 | PROCESS FOR THE PREPARATION OF 17-ACYL ESTERS OF 17.alpha.,21-DIHYDROXYSTEROIDS OF THE PREGNANE SERIES |
| IL45142A IL45142A0 (en) | 1974-01-04 | 1974-06-28 | Process for the preparation of 17-acyl esters of 17alpha,21-dihydroxysteroids of the pregnane series and new products obtained |
| JP49073462A JPS5096558A (en) | 1974-01-04 | 1974-06-28 | |
| DE2431377A DE2431377A1 (en) | 1974-01-04 | 1974-06-29 | 17 MONOESTERS OF 17 DELTA, 21 DIHYDROXY STEROIDS AND METHOD FOR PRODUCING THEM |
| GB2754374A GB1461663A (en) | 1974-01-04 | 1974-11-12 | Process for the preparation of 17-esters of 17alpha,21-dihydroxy steroids of the pregnane series and products obtained |
| CH1167474A CH606096A5 (en) | 1974-01-04 | 1974-12-16 | |
| NL7416691A NL7416691A (en) | 1974-01-04 | 1974-12-20 | PROCEDURE FOR THE PREPARATION OF 17(ALPHA)-ACYLOXY-21-OXYPREGNANES, AS WELL AS PHARMACEUTICAL PRE- AND CONTAINING THESE COMPOUNDS AS ACTIVE COMMON. |
| FR7442886A FR2256926B1 (en) | 1974-01-04 | 1974-12-26 | |
| JP49149059A JPS5096559A (en) | 1974-01-04 | 1974-12-27 | |
| FR7443060A FR2256763A1 (en) | 1974-01-04 | 1974-12-27 | |
| DE19742461512 DE2461512A1 (en) | 1974-01-04 | 1974-12-27 | 21-PHOSPHATE OF 17ALPHA-ACYLOXY-21-HYDROXYPREGNANS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
| DK689774A DK689774A (en) | 1974-01-04 | 1974-12-30 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1905974A IT1064067B (en) | 1974-01-04 | 1974-01-04 | 17 Alpha, 21-dihydroxy-steroid 17-monoesters prepn. - by 17-esterifying 21-phosphates and enzymatically dephosphorylating |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IT1064067B true IT1064067B (en) | 1985-02-18 |
Family
ID=11154191
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT1905974A IT1064067B (en) | 1974-01-04 | 1974-01-04 | 17 Alpha, 21-dihydroxy-steroid 17-monoesters prepn. - by 17-esterifying 21-phosphates and enzymatically dephosphorylating |
Country Status (1)
| Country | Link |
|---|---|
| IT (1) | IT1064067B (en) |
-
1974
- 1974-01-04 IT IT1905974A patent/IT1064067B/en active
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