# US 5,352,809 A · 9-alpha-hydroxy steroids, process for their preparation, process for the preparation of the corresponding 9(11)-dehydro derivatives and pharmaceutical preparations containing such steroids

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- Number: US 5,352,809 A
- Document ID: US5352809A
- Status: Granted
- Kind: A
- Application number: 07/412,557
- Filed: 1989-09-25
- Granted: 1994-10-04
- Earliest claimed: 1986-10-10
- Assignees: Gist-Brocades N.V.
- Inventors: Jacobus N. M. Batist; Arthur F. Marx; Willem J. van Zoest; Jagdish C. Kapur
- Web page: https://patentgrep.com/patent/US5352809A

## CPC

- C07D 235/28: Sulfur atoms
- C07D 401/12: linked by a chain containing hetero atoms as chain links
- C07D 413/12: linked by a chain containing hetero atoms as chain links
- C07D 417/12: linked by a chain containing hetero atoms as chain links
- C07J 1/0011: {substituted in position 17 by a keto group}
- C07J 1/0014: {substituted in position 17 alfa, not substituted in position 17 beta}
- C07J 1/0033: {substituted in position 17 alfa and 17 beta}
- C07J 1/0048: {Alkynyl derivatives}
- C07J 5/0053: {not substituted in position 16}
- C07J 7/0045: {not substituted in position 16}
- C07J 7/0055: {by a saturated or unsaturated hydrocarbon group}
- C07J 7/0085: {by an halogen atom}
- C07J 13/005: {with double bond in position 16 (17)}
- C07J 21/006: {at position 3}
- C07J 31/006: {not covered by C07J31/003}
- C07J 41/0038: {with an androstane skeleton, including 18- or 19-substituted derivatives, 18-nor derivatives and also derivatives where position 17-beta is substituted by a carbon atom not directly bonded to a further carbon atom and not being part of an amide group}
- C07J 41/0094: {containing nitrile radicals, including thiocyanide radicals}
- C07J 43/003: {not condensed}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07J: STEROIDS (seco-steroids C07C)

## Abstract

New 9-alphahydroxy steroids are prepared by the introduction of substituents on the D-ring of 9-alpha-hydroxy-androst-4-ene-3,17-dione. The resulting compounds are useful intermediates in the synthesis of corticosteroids.

## Claims

### Claim 1

17-Beta-cyano-9-alpha,17-alpha-dihydroxy-16-R-androst-4-en-3-one, where R is hydrogen, hydroxy, alphamethyl, beta-methyl or methylene.

### Claim 2

17-Alpha-cyano-9-alpha,17-beta-dihydroxy-16-R-androst-4-en-3-one, where R is hydrogen, hydroxy, alphamethyl, beta-methyl or methylene.

### Claim 3

17-Alpha-haloethynyl-9-alpha,17-beta-dihydroxy-16-R-androst-4-en-3-one, where halo is chlorine or bromine and R is hydrogen, hydroxy, alpha-methyl, beta-methyl or methylene.

### Claim 4

17-Alpha-(1'-ethoxyethenyl)-3-methoxy-16-R-androsta-3,5-diene-9-alpha, 17-beta-diol where R is hydrogen, hydroxy, alpha-methyl, beta-methyl or methylene.

### Claim 5

17.beta.-Cyano-9.alpha.,17.alpha.-dihydroxyandrost-4-en-3-one.