96894-96-1

Upstream product

• 38066-16-9 diethyl [(phenylthio)methyl]phosphonate 
• 105764-25-8 (-)-(7aR)-4-<(phenylsulfonyl)methyl>-5,6,7,7a-tetrahydro-7a-methylindan-1,5-dione 
• 105764-26-9 (-)-(3aR,4R,7aR)-4-<(phenylsulfonyl)methyl>-3a,4,5,6,7,7a-hexahydro-7a-methylindan-1,5-dione 
• 96843-35-5 (-)-(3a,4R,7aR)-5,5-(ethylenedioxy)-4-(4-methylpentyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan-1-one 
• 96843-36-6 (3aR,4R,7aR)-5,5-(ethylenedioxy)-1-<(phenylthio)methylene>-4-(4-methylpentyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan 
• 95511-30-1 (-)-(3aR,4R,7aR)-4-(4-methylpentyl)-3a,4,5,6,7,7a-hexahydro-7a-methylindan-1,5-dione 
• 105764-24-7 (-)-(7aR)-4-<(phenylthio)methyl>-5,6,7,7a-tetrahydro-7a-methylindan-1,5-dione 
• 95511-31-2 (-)-(3aR,4R,7aR)-1,5-diacetoxy-4-(4-methylpentyl)-3a,4,7,7a-tetrahydro-7a-methyl-1-indene 
• 95511-29-8 (-)-(3aR,7aR)-4-methylene-3a,4,5,6,7,7a-hexahydro-7a-methylindan-1,5-dione 
• 4548-78-1 (3-methylbutyl)magnesium bromide 
• 17553-86-5 (R)-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione 

Downstream Products

• 67-97-0 vitamin D₃ 
• 66251-18-1 Grundmann's ketone 
• 1183-41-1 vitamin D₃ 3,5-dinitrobenzoate 
• 96843-45-7 (-)-2(S)-methyl-2-(3-hydroxypropyl)-1(S)-<(phenylsulfonyl)methyl>-3(R)-(1(R),5-dimethylhexyl)cyclopentane 
• 96685-52-8 (+)-<1R,2'R,5R,6R,9R>-1-methyl-9-(6-methylhept-2-yl)-5-(phenylsulfonyl)bicyclo<4.3.0>nonane 
• 96843-44-6 (-)-2(S)-methyl-1(S)-<(phenylsulfonyl)methyl>-2-(2-propenyl)-3(R)-(1(R),5-dimethylhexyl)cyclopentane 
• 96700-56-0 2(S)-methyl-3(R)-(1(R),-dimethylhexyl)-1(S)-<(phenylsulfonyl)methyl>-2-(2,3-epoxypropyl)cyclopentane 
• 96685-51-7 (-)-<1R,2'R,5R,6R,9R>-1-methyl-9-(6-methylhept-2-yl)-5-(phenylsulfonyl)bicyclo<4.3.0>-3-nonene 
• 96685-46-0 (-)-<1(S)-methyl-2(S)-((phenylsylfonyl)methyl)-5(R)-(1(R),5-dimethylhexyl)cyclopentyl>acetaldehyde 
• 96685-47-1 (3R,3aR,7R,7aR)-7-Benzenesulfonyl-3-((R)-1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-5-ol 
• 96685-50-6 (1R,3aR,4R,7aR)-4-Benzenesulfonyl-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-2,3,3a,4,5,7a-hexahydro-1H-indene 
• 96843-43-5 (-)-<1(S)-methyl-2(S)-((phenylsulfonyl)methyl)-5(R)-(1(R),5-dimethylhexyl)cyclopentyl>acetaldehyde ethylene acetal 
• 96843-39-9 (-)-(1S,3aR,4R,7aS)-5-acetoxy-1-<(phenylsulfonyl)methyl>-4-(4-methylpentyl)-3a,4,7,7a-tetrahydro-7a-methylindan 
• 105764-33-8 (R)-2-[(1R,2R,3R)-3-Benzenesulfonylmethyl-2-methyl-2-(2-oxo-ethyl)-cyclopentyl]-6-methyl-heptanoic acid 

Relevant academic research and scientific papers

A Novel Approach to the Stereocontrolled Synthesis of Steroid Side Chains Including the CD-Ring System: The First Total Synthesis of (+)-8α-(Phenylsulfonyl)des-AB-cholestane and Its Efficient Conversion into Grundmann's Ketone and Vitamin D3

A new stereocontrolled approach to steroid CD-ring system including side chain starting from an optically active indenedione 6 is described.The application of this finding allows for the asymmetric synthesis of des-AB-cholestane 3 and 8α-(phenylsulfonyl)des-AB-cholestane 37; from the latter Grundmann's ketone 25 and vitamin D3 (27) were synthesized efficiently.

A GENERAL METHOD FOR THE STEREOSELECTIVE CONSTRUCTION OF DES-AB-CHOLESTANES. A FIRST TOTAL SYNTHESIS OF (+)-8α-PHENYLSULFONYL-DES-AB-CHOLESTANE

(+)-8α-Phenylsulfonyl-des-AB-cholestane, a potential intermediate of vitamin D3, was stereoselectively synthesized from (-)-indanone derivative possessing the required chiralities, at the C13, C14, C17, and C20