GB1291293A - Steroid carbonates and their preparation - Google Patents

Steroid carbonates and their preparation

Info

Publication number
GB1291293A
GB1291293A GB2614370A GB2614370A GB1291293A GB 1291293 A GB1291293 A GB 1291293A GB 2614370 A GB2614370 A GB 2614370A GB 2614370 A GB2614370 A GB 2614370A GB 1291293 A GB1291293 A GB 1291293A
Authority
GB
United Kingdom
Prior art keywords
steroid
appropriate
compounds
haloformate
methylbicyclo
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
GB2614370A
Inventor
George Albert Boswell Jr
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to GB2614370A priority Critical patent/GB1291293A/en
Publication of GB1291293A publication Critical patent/GB1291293A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

1291293 Steroid carbonates E I DU PONT DE NEMOURS & CO. 29 May 1970 26143/70 Headings C2C and C2U The invention comprises compounds of formula wherein each of R<SP>1</SP> to R<SP>5</SP> is H or Me, and each of the bonds a, b and c is single or double, with the provisos that (i) when R<SP>3</SP> is H, at least one of a and b is a single bond, (ii) when b is a single bond, any 2-methyl group (R<SP>1</SP>) is α-oriented, (iii) when any one of R<SP>1</SP>, R<SP>2</SP> and R<SP>4</SP> is Me, the others are each H, (iv) when R<SP>2</SP> is Me, b is a double bond, and (v) when a is a single bond, the 5-hydrogen atom is α-oriented. Preparation of compounds I is by reacting an appropriate steroid 17-haloformate with an appropriate bicyclic alcohol, or by reacting an appropriate steroid 17-ol with an appropriate bicyclic haloformate. The steroidal and bicyclic haloformate starting compounds are prepared from the corresponding alcohols by reaction with carbonyl halides. 4 - Methylbicyclo[2.2.2]octane- 1 - methanol is prepared from 4 - methylbicyclo[2.2.2]octane- 1-carboxylic acid via the ethyl ester of the latter. The 17 - (4 - methylbicyclo[2.2.2]octane-1. carboxylate) of 19-nortestosterone is disclosed by way of comparison. Compounds I are said to possess myotrophic and androgenic activity, and may be made up with carriers into pharmaceutical compositions for oral and parenteral administration.
GB2614370A 1970-05-29 1970-05-29 Steroid carbonates and their preparation Expired GB1291293A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2614370A GB1291293A (en) 1970-05-29 1970-05-29 Steroid carbonates and their preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2614370A GB1291293A (en) 1970-05-29 1970-05-29 Steroid carbonates and their preparation

Publications (1)

Publication Number Publication Date
GB1291293A true GB1291293A (en) 1972-10-04

Family

ID=10239078

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2614370A Expired GB1291293A (en) 1970-05-29 1970-05-29 Steroid carbonates and their preparation

Country Status (1)

Country Link
GB (1) GB1291293A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5208032A (en) * 1988-07-15 1993-05-04 Rutgers, The State University Of New Jersey Increasing the growth of turkeys using implant of 19-nortestosterone
WO2006083618A1 (en) * 2005-02-04 2006-08-10 Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services NANDROLONE 17ß-CARBONATES

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5208032A (en) * 1988-07-15 1993-05-04 Rutgers, The State University Of New Jersey Increasing the growth of turkeys using implant of 19-nortestosterone
WO2006083618A1 (en) * 2005-02-04 2006-08-10 Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services NANDROLONE 17ß-CARBONATES
US7820642B2 (en) 2005-02-04 2010-10-26 The United States Of America As Represented By The Department Of Health And Human Services Nandrolone 17β-carbonates
AU2006211907B2 (en) * 2005-02-04 2011-09-08 Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services Nandrolone 17beta-carbonates

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee