191677-74-4

Upstream product

• 191677-71-1 (3S,10R,13S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-3,4,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one 
• 53-43-0 dehydroepiandrosterone 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 1526915-70-7 (((3S,10R,13S,17R)-17-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)(tert-butyl)diphenylsilane 
• 1526915-71-8 1-((3S,10R,13S,17R)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole 
• 1526915-72-9 (3S,10R,13S,17R)-10,13-dimethyl-17-(4-phenyl-1H-1,2,3-triazol-1-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 
• 1526915-73-0 1-((3R,10R,13S,17R)-3-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole 
• 1526915-74-1 4-((3R,10R,13S,17R)-10,13-dimethyl-17-(4-phenyl-1H-1,2,3-triazol-1-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)morpholine 
• 1526915-76-3 (3S,10R,13S,17R)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol 
• 1526915-78-5 (((3S,10R,13S,17S)-17-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)(tert-butyl)diphenylsilane 
• 939496-95-4 C₃₅H₄₆OSi 
• 1526915-80-9 1-((3S,10R,13S,17S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole 
• 1526915-81-0 (3S,10R,13S,17S)-10,13-dimethyl-17-(4-phenyl-1H-1,2,3-triazol-1-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 
• 1609649-71-9 C₂₇H₃₆N₄ 
• 1195795-77-7 3β-(tert-butyldiphenylsilyloxy)-17-β-methoxy-5-androstene 
• 191677-78-8 Octanoic acid (3S,8R,9S,10R,13S,14S,17S)-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 

Relevant academic research and scientific papers

CONTRACEPTIVE AGENTS

The invention provides compounds of formula I, II, III, or IV: wherein R1 to R11, X, and Y have any of the values defined in the specification. The compounds inhibit Na, K-ATPase α4 and are useful as contraceptive agents.

Novel dehydroepiandrosterone derivatives with antiapoptotic, neuroprotective activity

DHEA analogues with modifications at positions C3 or C17 were synthesized and evaluated for neuroprotective activity against the neural-crest-derived PC12 cell model of serum deprivation-induced apoptosis. The most potent compounds were the spiro-epoxy de

A direct stereoselective synthesis of 7β-hydroxytestosterone

Although 7β-hydroxytestosterone is a known product of hepatic androgen metabolism, there are no published methods for its chemical synthesis except from the equally difficult to obtain 7β-hydroxy-4-androstene-3,17-dione. We found that several seemingly straightforward routes for its synthesis failed. Consequently, we tried to produce 7β-hydroxytestosterone by enzymatic oxidation of 5-androstene-3β,7β,17β-triol with cholesterol oxidase (Brevibacterium sp.), a procedure previously used to synthesize 7β-hydroxy- 4-cholesten-3-one from 3β,7β-dihydroxycholesterol (Alexander and Fisher 1995). However, 5-androstene-3β,7β,17β-triol was, at best, a very poor substrate for the enzyme leading to the production of 7β- hydroxytestosterone in only trace amounts. Thus, we explored a strategy for the enzymatic synthesis in which a C8-ester at C-17 (5-androstene- 3β,7β,17β-triol 17-caprylate) would serve to mimic the bulky and hydrophobic side chain of cholesterol and thus allow the C19-steroid to act as an effective substrate. When this ester was incubated with cholesterol oxidase, it was converted efficiently to 7β-hydroxytestosterone-17- caprylate. Attempts to remove the ester group by several mild hydrolytic procedures caused elimination of the 7β-hydroxyl group: we, therefore, obtained 7β-hydroxy-testosterone by incubation of the intermediate ester with porcine lipase.