149099-20-7

Basic information

• Product Name: (2S,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-2',3',4',5'-tetrahydro-2H-[2,2']bifuranyl-5-one
• Synonyms: (2S,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-2',3',4',5'-tetrahydro-2H-[2,2']bifuranyl-5-one
• CAS NO: 149099-20-7
• Molecular Weight: 422.596
• Mol File: 149099-20-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-2',3',4',5'-tetrahydro-2H-[2,2']bifuranyl-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-2',3',4',5'-tetrahydro-2H-[2,2']bifuranyl-5-one(149099-20-7)
• EPA Substance Registry System: (2S,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-2',3',4',5'-tetrahydro-2H-[2,2']bifuranyl-5-one(149099-20-7)

Safety Data

• Hazardous Substances Data: 149099-20-7(Hazardous Substances Data)

Upstream product

• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 201472-26-6 (2R/S,5S)-5-(tert-butyldiphenylsilyloxymethyl)tetrahydrofuran-2-ol 
• 102717-29-3 (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one 

Downstream Products

• 201472-15-3 (R)-6-Benzyloxymethoxy-6-[(2S,5S)-5-((S)-1-hydroxy-tridecyl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester 
• 201472-16-4 (R)-6-Benzyloxymethoxy-6-[(2S,5S)-5-((R)-1-hydroxy-tridecyl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester 
• 149099-21-8 (2R,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-[2,2']bifuranyl-5-one 
• 201472-20-0 (1R,12R)-7-Benzenesulfonyl-1-benzyloxymethoxy-13-(tert-butyl-diphenyl-silanyloxy)-12-methoxymethoxy-1-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecan-6-one 
• 201472-22-2 {(2R,13R)-13-Benzyloxymethoxy-2,8-bis-methoxymethoxy-13-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecyloxy}-tert-butyl-diphenyl-silane 
• 201472-21-1 (1R,12R)-1-Benzyloxymethoxy-13-(tert-butyl-diphenyl-silanyloxy)-12-methoxymethoxy-1-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecan-6-one 
• 201472-35-7 (1R,12R)-1-Benzyloxymethoxy-13-(tert-butyl-diphenyl-silanyloxy)-12-methoxymethoxy-1-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecan-6-ol 
• 201472-24-4 (S)-3-{(2R,13R)-13-Benzyloxymethoxy-2,8-bis-methoxymethoxy-13-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecyl}-5-methyl-5H-furan-2-one 
• 201472-38-0 (E)-(4R,15R)-15-Benzyloxymethoxy-4,10-bis-methoxymethoxy-15-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-pentadec-2-enoic acid methyl ester 
• 201472-23-3 (4R,15R)-15-Benzyloxymethoxy-4,10-bis-methoxymethoxy-15-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-pentadecanoic acid methyl ester 
• 201472-37-9 (2R,13R)-13-Benzyloxymethoxy-2,8-bis-methoxymethoxy-13-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecanal 
• 201472-36-8 (2R,13R)-13-Benzyloxymethoxy-2,8-bis-methoxymethoxy-13-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecan-1-ol 
• 201472-14-2 (R)-6-Benzyloxymethoxy-6-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester 
• 201472-25-5 (R)-6-Benzyloxymethoxy-6-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-hexanoic acid methyl ester 

Relevant articles and documents

Stereocontrolled total synthesis of an annonacin A-type acetogenin: Pseudoannonacin A?

A stereocontrolled first total synthesis of a diastereomer of the presumed mono-tetrahydrofuran type acetogenin annonacin A, starting with enantiomerically pure precursors, is described. The absolute stereochemistry of the C15-C20 segment corresponding to the tetrahydrofuran ring of the natural product was secured by X-ray crystal structure analysis of an advanced intermediate. The synthetic product (a mixture of epimers at C10) had spectroscopic data identical to that of the natural product, but a different optical rotation.