6030-70-2

Basic information

• Product Name: Benzoic acid 5α-cholestan-3α-yl ester
• Synonyms: Epicholestanyl benzoate
• CAS NO: 6030-70-2
• Molecular Formula: C₃₄H₅₂O₂
• Molecular Weight: 492.78
• Mol File: 6030-70-2.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzoic acid 5α-cholestan-3α-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid 5α-cholestan-3α-yl ester(6030-70-2)
• EPA Substance Registry System: Benzoic acid 5α-cholestan-3α-yl ester(6030-70-2)

Safety Data

• Hazardous Substances Data: 6030-70-2(Hazardous Substances Data)

Upstream product

• 516-95-0 epicholestanol 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 165452-00-6 Dithiocarbonic acid O-[(3S,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl] ester S-prop-2-ynyl ester 
• 80-97-7 3-β-cholestanol 
• 3381-51-9 (3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl methanesulfonate 
• 566-88-1 dihydrocholesterone 
• 80-97-7 Cholestanol 
• 582-25-2 Potassium benzoate 

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.

Nucleophilic Substitution Reactions of (Alkoxymethylene)dimethylammonium Chloride

The use of imidate esters as potential replacements for diethyl azodicarboxylate and triphenylphosphine in the Mitsunobu reaction is described. A series of secondary alcohols were allowed to react with (chloromethylene)dimethylammonium chloride, generated from dimethylformamide (DMF) and oxalyl chloride, to give imidate esters. Reaction of these salts with potassium benzoate or potassium phthalimide gave the products of SN2 substitution in excellent yields with clean inversion of stereochemistry. Optimization of reaction conditions is discussed as a means to increase the atom economy of the process by minimizing the quantity of nucleophile required.

Mitsunobu acylation of sterically congested secondary alcohols by N,N, N′,N′-tetramethylazodicarboxamide-tributylphosphine reagents

Four secondary alcohols of different steric environment reacted with five carboxylic acids of different acidity in the presence of N,N,N′,N′-tetramethylazodicarboxamide and tributylphosphine to give the corresponding epi-esters in better yield than with diethyl azodicarboxylate-triphenylphosphine in most cases. Of special merit is the combination of the new reagent system with p-methoxybenzoic acid to achieve complete inversion of sterically congested secondary alcohols.