301695-61-4

Basic information

• Product Name: Cholestan-3-one, 7,24-dihydroxy-, (5a,7a,24R)-
• CAS NO: 301695-61-4
• Molecular Formula: C27H46O3
• Molecular Weight: 418.66
• Mol File: 301695-61-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Cholestan-3-one, 7,24-dihydroxy-, (5a,7a,24R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cholestan-3-one, 7,24-dihydroxy-, (5a,7a,24R)-(301695-61-4)
• EPA Substance Registry System: Cholestan-3-one, 7,24-dihydroxy-, (5a,7a,24R)-(301695-61-4)

Safety Data

• Hazardous Substances Data: 301695-61-4(Hazardous Substances Data)

Upstream product

• 500224-95-3 7α-methoxymethyl-3-(ethane-1',2'-diyldioxy)-5α-24R-hydroxycholestane 
• 20231-57-6 methyl 5-cholenoate 
• 301695-57-8 (5α,7α,24S)-7,24-dihydroxy-3-dioxolane-cholest-23-ene 
• 301695-55-6 (5α,7α)-3-dioxolane-7-hydroxy-cholest-23-en-24-one 
• 301695-50-1 (5α,7α)-3-dioxolane-bisnorcholan-7,22-diol 
• 301695-52-3 (5α,7α)-3-dioxolane-7-hydroxy-bisnorcholan-22-al 
• 301695-48-7 7α,22-dihydroxy-23,24-bisnor-5α-chola-3-one 
• 77530-51-9 (7α)-3-ketobisnorchol-4-ene-7,22-diol 
• 40736-33-2 (20S)-20-hydroxymethylpregn-4-en-3-one 
• 7751-67-9 diethyl isobutyrylmethylphosphonate 
• 342418-47-7 7α-methoxymethyl-3-(ethane-1',2'-diyldioxy)-5α-24R,25-dihydroxy-cholestan-24-acetate 
• 342418-48-8 Δ²⁵,7α-methoxymethyl-3-(ethane-1',2'-diyldioxy)-5α-24R-hydroxy-cholesten-24-acetate 
• 327178-84-7 7α-methoxymethyl-3-(ethane-1',2'-diyldioxy)-5α-24R,25-dixydroxy-cholestane 
• 342418-49-9 C₃₃H₅₆O₆ 

Relevant articles and documents

A stereoselective synthesis of squalamine

Squalamine (1) was synthesized stereoselectively in 14 steps and 19% overall yield from 3-keto-5α-chenodeoxycholanate (2) by using a modified Sharpless asymmetric dihydroxylation as the key step.

Study on synthesis of key squalamine intermediate 7α, 24R-dihydroxy-5α-cholestan-3-one

A facile novel strategy has been developed to obtain a key intermediate of squalamine, 7α, 24R -dihydroxy-5α-cholestan-3-one, starting from methyl Δ5-3β-hydroxycholanate. The pure product was successfully synthesized and separated from the C-24

A concise and stereoselective synthesis of squalamine

(Matrix presented) A short and highly stereoselective synthesis of the novel steroid squalamine (1) was accomplished in nine steps from easily available methyl chenodeoxylcholanate 2. Our synthesis featured improved dehydrogenation of 4 followed by conjugate reduction to construct the trans AB-ring system and efficient asymmetric isopropylation of aldehyde 6 to introduce the C-24R-hydroxyl group.