1354483-32-1

Basic information

• Product Name: (1R)-1-C-allyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol
• Synonyms: (1R)-1-C-allyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol
• CAS NO: 1354483-32-1
• Molecular Weight: 443.586
• Mol File: 1354483-32-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1R)-1-C-allyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-1-C-allyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol(1354483-32-1)
• EPA Substance Registry System: (1R)-1-C-allyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol(1354483-32-1)

Safety Data

• Hazardous Substances Data: 1354483-32-1(Hazardous Substances Data)

Upstream product

• 1222827-05-5 (1R)-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-N-[(4-methoxybenzyl)amino]-1-C-(propy-2-enyl)-D-xylitol 
• 1417796-08-7 (1R)-1-C-allyl-N-benzyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-d-xylitol 
• 1354483-30-9 (1R)-1-C-allyl-N-naphth-2-ylmethyl-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol 
• 84-58-2 2,3-dicyano-5,6-dichloro-p-benzoquinone 

Downstream Products

• 1222827-06-6 (1R)-2,3,4-tri-O-benzyl-N-[(benzyloxy)carbonyl]-1,5-dideoxy-1,5-imino-1-C-(propy-2-enyl)-D-xylitol 
• 1354483-36-5 N-(tert-butoxycarbonyl)-(1R)-1-C-[6-(toluene-4-sulfonyloxy)hexyl]-1,5-dideoxy-1,5-imino-D-xylitol 
• 1354483-33-2 (1R)-1-C-allyl-N-(tert-butoxycarbonyl)-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol 
• 1354483-34-3 (1R)-1-C-allyl-N-(2,2,2-trichloroethoxycarbonyl)-2,3,4-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-xylitol 

Relevant articles and documents

Site-Selective Debenzylation of C-Allyl Iminosugars Enables Their Stereocontroled Structure Diversification at the C-2 Position

A C-2 regioselective debenzylative cycloetherification/reductive elimination sequence applied to perbenzylated C-allyl iminosugars is described. This NIS/TMSOTf-triggered deprotection was successfully applied to five-, six-, and seven-membered C-allyl iminosugars including 1,2 cis and 1,2 trans stereoisomers. It allows rapid introduction of structural diversity at the key C-2 position in a stereoselective manner exploiting the anchimeric assistance of the intracyclic N-benzyl group, giving access to the 2-acetamido and 2-fluoro d-gluco configured C-allyl iminosugars and to the epimeric d-manno derivative.

Synthesis and evaluation of lipophilic Aza-C-glycosides as inhibitors of glucosylceramide metabolism

The structure-activity relationship of lipophilic aza-C-glycosides as inhibitors of the three enzymes of glucosylceramide metabolism is investigated. A library of β-aza-C-glycosides was synthesized with variations in N-alkylation and the linker length/typ