cas 53-39-4, Oxandrolone | Articles data

Articles about 53-39-4Total 7 be found

A facile method for the rapid and selective deprotection of methoxymethyl (MOM) ethers
We describe a rapid and efficient method for selective deprotection of methoxymethyl (MOM) ethers using ZnBr2 and n-PrSH, which completely removed MOM from diverse MOM ethers of primary, secondary, and tertiary alcohols or phenol derivatives. The deprotection takes less than ten minutes with both high yield and selectivity in the presence of other protecting groups. In addition, the rapid deprotection of MOM ethers of tertiary hydroxyls in high yield with no epimerization allows MOM to be a suitable protecting group for tertiary alcohols.
Han, Jae Hyun,Kwon, Young Eun,Sohn, Jeong-Hun,Ryu, Do Hyun
experimental part
p. 1673 - 1677
(2010/04/04)

Development of a commercial process to produce oxandrolone
A manufacturing scale process for the preparation of the anabolic steroid Oxandrolone was developed. Key elements included the following: the bromination of methylandrostanolone with perbromide to give the 2-bromoketone in ca. 80% yield with minimal dehydration, subsequent elimination of the bromide with Li2CO3/LiBr to give the 2-enone in ca. 70% yield with minimal formation of methyltestosterone, and an ozonolysis procedure to give the penultimate intermediate in ca. 90% yield. The overall yield from methylandrostanolone to Oxandrolone using the described process was 45% as compared to the original Searle yield of 8%.
Cabaj, John E.,Kairys, David,Benson, Thomas R.
p. 378 - 388
(2012/12/31)

PROCESS FOR THE PRODUCTION OF 2-OXA-3-ONE ANDROSTANE DERIVATIVES
The present invention relates to processes for the production of 2-oxa-3-one androstane derivatives. The processes comprise reacting a 3-one androstane derivative with ozone to form a 2-oxa-3-one androstane derivative.
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Page 6

(2008/06/13)

Process for the synthesis of 17β-hydroxy-17α-methyl-2-oxa-5α-androstane-3-one
The invention relates to a new process for the synthesis of 17β-hydroxy-17α-methyl-2-oxa-5α-androstane-3-one of formula (I). The process according to the invention is as follows: the 17β-hydroxy-17α-ethyl-1,3-seco-2-nor-5α-androstane-1,3-diacid of formula (III) is transformed into the ring-closed 17β-hydroxy-17α-methyl-1,3-seco-2-nor-5α-androstane-1,3-diacid anhydride of formula (II) in an inert solvent or without solvent with a C2-C3alkan acid anhydride or a substituted carbodiimide of formula R1—N═C═N—R2— wherein R1and R2independently are C1-C6alkyl group, C1-C6alkyl group substituted by tertiary or quaternary amino group or 1-3 phenyl group, C5-C6cycloalkyl group, aryl group substituted by 1-3 methoxy, tertiary amino, nitro, C1-C4alkyl group or 1-3 halogen atom—and the obtained compound of formula (II) is reduced regioselectively by a complex alkali metal hydride in an inert solvent The new 17β-hydroxy-17α-methyl-1,3-seco-2-nor-5α-androstane-1,3-diacid anhydride of formula (II) is also the subject of the invention.
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(2008/06/13)

Process for the synthesis of oxandrolone
A process is disclosed for synthesizing oxandrolone 1 involving the bromination of compound 2 to obtain compound 3, followed by the highly selective de-bromination of compound 3 to obtain compound 4, followed by the oxidation of compound 4 to obtain compound 6, and finally the reduction of compound 6 to obtain oxandrolone 1.
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(2008/06/13)

A convenient synthesis of oxandrolone through a regioselective Candida antarctica lipase-catalyzed transformation
The use of a regioselective CAL-catalyzed transformation of a suitable intermediate allowed a convenient synthesis of oxandrolone, an anabolic hormone actually employed to improve the quality of life for patients with HIV-infections.
Ferraboschi, Patrizia,Colombo, Diego,Prestileo, Paolo
p. 2781 - 2785
(2007/10/03)