34227-12-8

Basic information

• Product Name: 3b-hydroxycholesta-7,14-diene benzoate
• CAS NO: 34227-12-8
• Molecular Weight: 488.754
• Mol File: 34227-12-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3b-hydroxycholesta-7,14-diene benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 3b-hydroxycholesta-7,14-diene benzoate(34227-12-8)
• EPA Substance Registry System: 3b-hydroxycholesta-7,14-diene benzoate(34227-12-8)

Safety Data

• Hazardous Substances Data: 34227-12-8(Hazardous Substances Data)

Upstream product

• 69140-06-3 5α-cholest-8(14)-ene-3β,7α-diol 
• 34271-12-0 5α-cholest-8(14)-ene-3β,7α-diol diacetate 
• 1182-06-5 3β-benzoyloxycholesta-5,7-diene 
• 98-88-4 benzoyl chloride 
• 34210-69-0 3β,7α-bis-benzoyloxy-5α-cholest-8(14)-ene 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 7654-37-7 (3β,5α)-3-(benzoyloxy)cholest-8(14)-en-15-one 
• 26313-82-6 (3β,5α,14α)-3-(benzoyloxy)-14-methylcholest-7-en-15-one 
• 155968-67-5 7α,15α-dihydroxy-5α-cholest-8(14)-en-3β-yl benzoate 

Relevant articles and documents

Process for synthesis of 5α-cholest-8(14)-en-3β-ol-15-one and other 15-oxygenated sterols

A process for preparing 15-oxygenated sterols, such as 3β-hydroxy-5α-cholest-8(14)-ene-15 one, comprising converting 7-dehydrocholesterol to 3β-benzoyloxycholesta-5,7-diene, converting the 3β-benzoyloxycholesta-5,7-diene to a 3β-benzoyloxy-5-cholesta-7,14-diene, converting the 3β-benzoyloxy-5-cholesta-7,14-diene to a 3β-benzoyloxy-14α, 15α-epoxy-5-cholest-7-ene and converting the 3β-benzoyloxy-14α, 15α-epoxy-5-cholest-7-ene to a 15-oxygenated sterol. Preferably, the 3β-benzoyloxy-cholesta-5,7-diene is converted to a 3β-benzoyloxy-5-cholesta-7,14-diene by (i) contacting 3β-benzoyloxy-cholesta-5,7-diene, in a solvent at a temperature of at most about -55° C., with HCl at a concentration of at least about 2.0 M for a time sufficient to convert the 3β-benzoyloxycholesta-5,7-diene to a 3β-benzoyloxy-5-cholesta-7,14-diene; (ii) neutralizing the resultant reaction mixture with a base to prevent formation of a significant amount of 3β-benzoyloxy-5-cholesta-8,14-diene; and (iii) recovering the 3β-benzoyloxy-5-cholesta-7,14-diene.

Improved preparation of (3β,5α,14α)-3-hydroxy-14-methylcholest-7-en-15-one. Synthesis of ergostenone and 20α-(hydroxymethyl)pregnenone analogues

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