42921-42-6

Basic information

• Product Name: cholest-5-en-3α-ol benzoate
• Synonyms: cholest-5-en-3α-ol benzoate
• CAS NO: 42921-42-6
• Molecular Weight: 490.77
• Mol File: 42921-42-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: cholest-5-en-3α-ol benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: cholest-5-en-3α-ol benzoate(42921-42-6)
• EPA Substance Registry System: cholest-5-en-3α-ol benzoate(42921-42-6)

Safety Data

• Hazardous Substances Data: 42921-42-6(Hazardous Substances Data)

Upstream product

• 3381-54-2 cholesterol mesylate 
• 65-85-0 benzoic acid 
• 57-88-5 cholesterol 
• 474-77-1 epicholesterol 
• 57-88-5 cholesterol 
• 98-88-4 benzoyl chloride 

Downstream Products

• 107419-88-5 3α-(benzoyloxy)-5β,6β-epoxy-5β-cholestane 
• 434-16-2 7-dehydrocholesterol 

Relevant articles and documents

Inversion of secondary chiral alcohols in toluene with the tunable complex of R3N{single bond}R′COOH

The SN2 reaction of enantiomerically pure sulfonates with the tunable complex of R3N-R′COOH in toluene has been extensively studied. It was revealed that the molar ratio of the tertiary amines and carboxylic acids in the complex of R3NR′COOH is crucial for the SN2 reaction, and should be tuned for each sulfonate to give the best yield. Fifteen sulfonates 1 and 3-13 (Scheme 2) were prepared and transformed into 22 corresponding inverted esters 2 and 14-24 (Scheme 2) in good to high yields.

Oxyanion Orientation in Anionic Oxy-Cope Rearrangements

Efficiency of chirality transfer in anionic oxy-Cope rearrangement depends solely on the orientational preference of the oxyanionic bond in the substrates with a single carbinol carbon chiral center.In chairlike transition-state conformations for the rearrangement of simplest substrates like anions generated from (E)-1-phenyl-1,5-hexadien-3-ol and (E)-1,5-heptadien-4-ol, the oxyanionic bond is more prone to adopt the pseudoaxial orientation.On the other hand, anions generated from (E)-2-methyl-1,5-heptadien-4-ol, (E)-5-tert-butyl-1-phenyl-1,5-hexadien-3-ol, and 4-(2'-methyl-1'-cyclohexenyl)-1-buten-3-ol undergo rearrangement via chairlike transition states in which the pseudoequatorial oxyanionic bond is favored.It can thus be surmized that there is a slight stereoelectronic preference for the pseudoaxial oxyanionic bond in the chairlike transition states for the rearrangement of substrates without steric constraints.Substitution at C5 of the basic 1,5-hexadien-3-ol framework of substrates, however, leads to 1,3-diaxial steric interaction in the chairlike transition states with pseudoaxial oxyanionic bond, and pseudoequatorial disposition of oxyanionic bond becomes more favorable.

Selective acylation of hydroxy steroids with acyl cyanides

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