83914-31-2

Basic information

• Product Name: 5α-Chloro-3β,17α-dihydroxypregnan-20-one
• Synonyms: 5α-Chloro-3β,17α-dihydroxypregnan-20-one
• CAS NO: 83914-31-2
• Molecular Weight: 368.944
• Mol File: 83914-31-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5α-Chloro-3β,17α-dihydroxypregnan-20-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5α-Chloro-3β,17α-dihydroxypregnan-20-one(83914-31-2)
• EPA Substance Registry System: 5α-Chloro-3β,17α-dihydroxypregnan-20-one(83914-31-2)

Safety Data

• Hazardous Substances Data: 83914-31-2(Hazardous Substances Data)

Upstream product

• 83914-30-1 (20S)-5α-Chloro-3β-hydroxypregnane-20-carboxaldehyde 

Downstream Products

• 68-96-2 17-hydroxyprogesterone 

Relevant articles and documents

A Ready Conversion of a Pregnane-20-carboxaldehyde to 17α-Hydroxypregnan-20-ones and Pregn-16-en-20-ones

Reaction of (20S)-5α-chloro-3β-hydroxypregnane-20-carboxaldehyde (9, prepared in two steps from stigmasterol) with oxygen and potassium tert-butoxide, followed by trimethyl phosphite treatment, afforded 5α-chloro-3β,17α-dihydroxypregnan-20-one (6) and 3β,17α-dihydroxypregn-5-en-20-one (7).This mixture was converted into 7 by potassium hydroxide treatment, and into 17α-hydroxypregn-4-ene-3,20-dione (8) by reaction with pyridinium dichromate followed by potassium hydroxide treatment.Bromination-dehydrobromination of 9, in one or two steps, afforded (Z)- and (E)-5α-chloro-3β-hydroxypregn-17(20)-ene-20-carboxaldehyde (11).Reaction of 11 with oxygen and potassium hydroxide gave 5α-chloro-3β-hydroxypregn-16-en-20-one (12), which was converted to 3β-hydroxypregna-15,6-dien-20-one (13) by further potassium hydroxide treatment, and to pregna-4,16-diene-3,20-dione (14) by Oppenauer reaction using excess aluminium isopropoxide.