35339-47-0

Upstream product

• 41337-03-5 3β-Methansulfonyloxy-5,7β-cyclo-B-homo-5β-cholestan 
• 111300-74-4 3β-acetoxy-5α,6α-cyclopropa<5,6>cholestan-7α-yl methanesulphonate 
• 35339-46-9 5,6α-Cyclopropano-5α-cholestan-3-on 
• 17974-77-5 cholest-5-ene-3β,7-diol 3-monoacetate 
• 105220-79-9 3β-acetoxy-5α,6α-cyclopropa<5,6>cholestan-7α-ol 
• 41411-09-0 5,7β-Cyclo-B-homo-5β-cholest-2-en 
• 35339-45-8 3α-Hydroxy-5,6α-cyclopropano-5α-cholestan 
• 474-77-1 epicholesterol 
• 75-11-6 diiodomethane 
• 57-88-5 cholesterol 
• 50677-05-9 (2R,3R,5R,6R,8S,9S,10R,13R,14S,17R)-2-Bromo-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopropa[5,6]cyclopenta[a]phenanthren-3-ol 

Downstream Products

• 63-05-8 Androstenedione 
• 38022-53-6 5,6α-cyclopropano-5α-androsta-3,17-dione 
• 35339-45-8 3α-Hydroxy-5,6α-cyclopropano-5α-cholestan 

Relevant academic research and scientific papers

Microbial transformation of 3-hydroxy-5,6-cyclopropanocholestanes - An alternative route to 6-methylsteroids

Incubation of 3β-hydroxy-5,6α-cyclopropano-5α-cholestane (4), 3β-hydroxy-5,6β-cyclopropano-5β-cholestane (5), and 3β-hydroxy-5,6α-cyclopropano-5α-cholest-7-ene (6) with Mycobacterium sp. (NRRL B-3805) gave a mixture of side chain cleaved 17-keto steroids as the major products in 52, 57, and 69% yields, respectively. Among these 17-keto steroids, the cyclopropyl ring eliminated product, androst-4-ene-3,17-dione (9), was isolated in 6, 4, and 8% yields, respectively. A cyclopropyl ring migration product, 6α,7α-cyclopropanoandrost-4-ene-3,17-dione (16), was isolated from the incubation mixture of 6 in 4% yield, also 10% yield of 16 was obtained when 5,6α-cyclopropano-5α-androst-7-ene-3,17-dione (12) was incubated. The cyclopropyl ring opening and subsequent reduction followed by oxidation of the two major biotransformation products, 5,6β-cyclopropano-5β-androsta-3,17-dione (10) and 5,6α-cyclopropano-5α-androsta-3,17-dione (7), gave 6β- and 6α-methylandrost-4-ene-3,17-dione in 60, and 45% yields, respectively. (C) 2000 Elsevier Science Inc.

The Synthesis of some Cholesterol Derivatives as Probes for Mechanisms of Chlolesterol Metabolism

The syntheses of a series of cyclopropacholestanes, difluorocholestanes, and a ring B azacholestenone are described.Cyclopropacholestane-3,7-diols and their oxo derivatives were prepared from 3β-acetoxy-5α-cholest-5-en-7-one and a new route to 5α,6α-cyclopropacholestan-3β-ol was developed. 7,7-and 6,6-difluorocholestan-3-ols were obtained from fluorination of the acetoxy ketone precursors with sulphur tetrafluoride. 3β-Hydroxy-6-azacholest-4-en-7-one was prepared via the 3β-acetate by ozonolysis and ammonolysis of 3β-acetoxy-5α-cholest-4-en-7-one.The products have been used to study the mechanism of oxidation of cholest-5-en-3β-ol by its 7α-hydroxylase.