121687-51-2

Basic information

• Product Name: 3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone
• Synonyms: 3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone
• CAS NO: 121687-51-2
• Molecular Weight: 410.629
• Mol File: 121687-51-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone(121687-51-2)
• EPA Substance Registry System: 3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone(121687-51-2)

Safety Data

• Hazardous Substances Data: 121687-51-2(Hazardous Substances Data)

Upstream product

• 5336-08-3 D-Ribono-1,4-lactone 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 99315-75-0 (-)-5-O-(diphenyl-t-butylsilyl)-2,3-O-(thiocarbonyl)-D-ribono-1,4-lactone 
• 92512-33-9 (3R,4S,5R)-5-((tert-butyldiphenylsilyloxy)methyl)-3,4-dihydroxydihydrofuran-2(3H)-one 
• 130222-84-3 5-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribono-1,4-lactone 
• 30725-00-9 2,3-O-isopropylidene-D-ribonic-γ-lactone 
• 99315-76-1 (5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone 
• 109-72-8 n-butyllithium 
• 693-03-8 n-butyl magnesium bromide 

Downstream Products

• 121687-70-5 1-<3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine 
• 121709-61-3 1-<3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-α-D-erythro-pentofuranosyl>thymine 
• 121687-55-6 1-O-acetyl-3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-α,β-D-erythro-pentofuranose 
• 121687-62-5 3-C-butyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentofuranose 

Relevant articles and documents

A synthetic route to 3-C-alkyl (or 3-C-phenyl-) 2,3-dideoxy-D-erythro- pentono-1,4-lactones: Intermediates in the synthesis of 2(3H)-furanones

A series of 3-C-alkyl- (and 3-C-phenyl-) 2,3-dideoxy-D-erythro-pentono- 1,4-lactones, compounds which are important in the synthesis of modified nucleosides and antibiotic sugars, were synthesized from D-ribonolactone. By a route that proceeded via 5-O-pr

Synthesis and evaluation of a series of 1-(3-alkyl-2,3-dideoxy-alpha,beta-D-erythro-pentofuranosyl)thymines.

A series of 1-(3-alkyl-2,3-dideoxy-alpha,beta-D-erythro-pentofuranosyl)thymines (3'-alkyl-3'-deoxythymidines) has been prepared from 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-glycero-pent-2- enono-1,4-lactone ((S)-5-[(tert-butyldiphenylsilyl)oxymethyl]-2(5H)- furanone) by Michael addition of the appropriate organocopper reagent, followed by reduction of the lactone, acetylation of the resulting hemiacetal, and trimethylsilyl triflate-catalyzed coupling with 2,4-di-O-(trimethylsilyl)thymine. The protected nucleosides were desilylated by using tetrabutylammonium fluoride to give anomeric mixtures of the free nucleosides. The unsubstituted 2',3'-dideoxynucleoside analog was similarly prepared from 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-glycero-pentono- 1,4-lactone ((S)5-[(tert-butyldiphenylsilyl)-oxymethyl]-dihydro-2(3H)-fu r anone).