116216-90-1

Basic information

• Product Name: (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene
• Synonyms: (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene
• CAS NO: 116216-90-1
• Molecular Weight: 500.818
• Mol File: 116216-90-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene(116216-90-1)
• EPA Substance Registry System: (3R,6E)-3-(Benzyloxy)-2,6-dimethyl-8-(phenylthio)-2-<<2-(trimethylsilyl)ethoxy>methoxy>-6-octene(116216-90-1)

Safety Data

• Hazardous Substances Data: 116216-90-1(Hazardous Substances Data)

Upstream product

• 37905-03-6 8-hydroxygeranyl acetate 
• 37905-02-5 (2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate 
• 86561-82-2 (-)-Essigsaeure-<(6S,2E)-6,7-epoxy-3,7-dimethyl-2-octen-1-yl>ester 
• 371783-97-0 (3R,6E)-2,6-Dimethyl-2,3-(isopropylidenedioxy)-8-(phenylthio)-6-octene 
• 61262-98-4 Essigsaeure-<(6S,2E)-6,7-isopropylidendioxy-3,7-dimethyl-2-octen-1-yl>ester 
• 116297-58-6 (3R,6E)-2,6-Dimethyl-8-(phenylthio)-6-octene-2,3-diol 
• 74963-00-1 (2R,3R,6E)-8-Acetoxy-2,3-epoxy-2,6-dimethyloct-6-en-1-ol 
• 61262-97-3 (4'S,2E)-3-methyl-5-(2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)-2-penten-1-ol 
• 61263-00-1 (2E,6S)-6,7-isopropylidenedioxy-3,7-dimethyl-2-octenyl chloride 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 86561-84-4 essigsaeure-<(E,R)-6,7-dihydroxy-3,7-dimethyl-2-octenyl>ester 
• 930-69-8 sodium thiophenolate 

Downstream Products

• 105880-10-2 venustatriol 
• 93453-12-4 thyrsiferol 
• 119840-67-4 (2-{(E)-(2R,9S)-2-Benzyloxy-9-methoxymethoxy-9-[(2R,4aR,6R,8aS)-6-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-1,1,5-trimethyl-7-phenylsulfanyl-dec-5-enyloxymethoxy}-ethyl)-trimethyl-silane 
• 119840-63-0 (E)-(2S,9R)-9-Benzyloxy-2-[(2R,4aR,6R,8aS)-6-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-6,10-dimethyl-4-phenylsulfanyl-10-(2-trimethylsilanyl-ethoxymethoxy)-undec-5-en-2-ol 

Relevant articles and documents

Total Syntheses of (+)-Thyrsiferol, (+)-Thyrsiferyl 23-Acetate, and (+)-Venustatriol

The first total syntheses of (+)-thyrsiferol (1), (+)-thyrsiferyl 23-acetate (3), and (+)-venustatriol (5) have been accomplished in a stereoselective manner.An effective synthetic scheme to construct the BC ring system, which adopts a chair/twist-boat conformation, was first developed by means of a model study.This method involves stereoselective formation of the strained C ring by intramolecular attack of the C7-hydroxyl group at the C3-postion of the 2,3-epoxy alcohol, employing titanium tetraisopropoxide as an acidic activator.Based on the information accumulated in the model study and retrosynthetic considerations, the total syntheses of 1,3, and 5 were performed in the sequence of (1) construction of the BC ring system equipped with a C1-C6 carbon unit, (2) elongation of the C17-C24 carbon chain, (3) formation of a D ring through the stereoselective epoxidation of the 4-en-1-ol system and successive cyclization, and (4) construction of the A ring by bromonium ion induced cyclization of the 4-en-1-ol system.