17137-70-1

Basic information

• Product Name: Cholest-7-en-3β-ol acetate
• Synonyms: Cholest-7-en-3β-ol acetate
• CAS NO: 17137-70-1
• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.6902
• Mol File: 17137-70-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 493.3°Cat760mmHg
• Flash Point: 248.8°C
• Appearance: /
• Density: 0.99g/cm³
• Vapor Pressure: 7.13E-10mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: Cholest-7-en-3β-ol acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Cholest-7-en-3β-ol acetate(17137-70-1)
• EPA Substance Registry System: Cholest-7-en-3β-ol acetate(17137-70-1)

Safety Data

• Hazardous Substances Data: 17137-70-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C29H48O2/c1-19(2)8-7-9-20(3)25-12-13-26-24-11-10-22-18-23(31-21(4)30)14-16-28(22,5)27(24)15-17-29(25,26)6/h11,19-20,22-23,25-27H,7-10,12-18H2,1-6H3

Upstream product

• 110-86-1 pyridine 
• 40823-41-4 acetic acid-(7α-hydroxy-5α-cholestanyl-(3β)-ester) 
• 98-59-9 p-toluenesulfonyl chloride 
• 434-16-2 7-dehydrocholesterol 
• 108-24-7 acetic anhydride 
• 127-08-2 potassium acetate 
• 64-19-7 acetic acid 
• 80-99-9 lathosterol 
• 64110-39-0 C₃₇H₅₁N₃O₄ 
• 6036-58-4 cholest-7-en-3β-ol 
• 57-88-5 cholesterol 
• 40823-16-3 acetic acid-(7β-hydroxy-5α-cholestanyl-(3β)-ester) 
• 71-23-8 propan-1-ol 
• 137637-33-3 5α-cholesta-6,8-dien-3β-ol 

Downstream Products

• 80-99-9 lathosterol 
• 6562-21-6 3β-(Acetyloxy)-5α-cholest-8(14)-ene 
• 15459-85-5 5α-cholest-7-en-3-one 
• 53755-39-8 (3S,5S,7S,8S,9R,10S,13R,14R,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopropa[7,8]cyclopenta[a]phenanthren-3-ol 
• 16780-48-6 3β-acetoxy-8α,14α-epoxy-5α-cholestan-7-one 
• 116561-41-2 3β-acetoxy-5α-cholest-8(14)-en-7-one-(p-toluene-sulfonylhydrazone) 
• 34495-42-6 3β-acetoxy-5α-cholest-8(14)-en-15-one 
• 566-99-4 5α-cholest-8(14)-en-3β-ol 
• 69140-06-3 5α-cholest-8(14)-ene-3β,7α-diol 
• 34227-11-7 3β-hydroxy-5α-cholesta-7,14-diene 
• 50673-97-7 15-Ketocholestene 
• 566-29-0 3β-hydroxy-5α-cholest-8(14)-en-7-one 
• 69140-15-4 3β-hydroxy-5α-cholest-8-en-7-one 
• 2665-03-4 [choleste-7-ene-3-oxy]trimethylsilane 

Relevant articles and documents

Synthesis of fluorinated steroids using a novel fluorinating reagent tetrabutylammonium difluorodimethylphenylsilicate (TAMPS)

Steroidal 3-fluoroderivatives were prepared from corresponding tosylates using tetrabutyl-ammonium difluorodimethylphenylsilicate as fluorinating agent. The reaction was tested on all four possible C-3 and C-5 stereoisomers of cholestane and 17-oxoandrostane skeletons. In this reaction only one isomer was always formed with opposite configuration at C-3 to starting tosylate. The reaction is accompanied by elimination which affords a mixture of corresponding olefines.

Epoxide Cleavage Reactions of 7α,8α- and 7β,8β-Epoxycholestanol Acetates

In a search for an alternative synthetic route to 32-oxygenated sterol derivatives such as 5, 7α,8α- and 7β,8β-epoxycholestanol acetate (9 and 10) were subjected to various conditions of epoxide cleavage.The trans-diaxial opening of the α-epoxide 9 with lithium/ethylamine gave the 7α-ol 11, whereas the 8β-ol 12 was produced from the β-epoxide 10 on reduction with lithium aluminum hydride.However, the trans-diaxal 8β-halo(or hydroxy)-7α-ols were not obtained at all on treatment of the α-epoxide 9 with various mineral acids or BF3-etherate in benzene.Under these conditions, the C-8 carbenium ion would be the intermediate, from which the 7-ketone 13 and a mixture of Δ6,8-, Δ7,14- and/or Δ8,14-diene compounds 16, as well as Δ8(9)- and Δ8(14)-7α-ol 14 and 4a, were produced.The latter allylic alcohol 4a, a possible synthetic precursor of 32-oxygenated sterol was prepared in 63percent yield when benzene was replaced with tetrahydrofuran in the BF3-etherate-catalyzed reaction of the α-epoxide 9.Keywords-epoxide cleavage; 32-oxygenated sterol; 7α,8α-epoxycholestanol acetate; 7β,8β-epoxycholestanol acetate; 3β-acetoxycholest-8(14)-en-7α-ol; reduction; acid treatment; boron trifluoride-etherate; long-range 13C-1H COSY

Studies on the Constituents of Pollen. X. On the Constituents of Pollen Grains of Ambrosia elatior LINNE

The new sterols 4α,14-dimethyl-9,19-cyclocholestan-3β,24ξ-diol (IIIa) and 4α,14-dimethyl-9,19-cyclocholestan-3β,24ξ,25-triol (IVa) were isolated, together with lophenone, lophenol, and cholest-7-en-3β-ol, from the pollen grains of Ambrosia elatior LINNE.The structures were elucidated on the basis of spectroscopic studies and chemical evidence.Keywords-Ambrosia elatior LINNE; Compositae; pollen grains; lophenone; lophenol; cholest-7-en-3β-ol; 4α,14-dimethyl-9,19-cyclocholestan-3β,24ξ-diol; 4α,14-dimethyl-9,19-cyclocholestan-3β,24ξ,25-triol