20258-50-8

Basic information

• Product Name: 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol
• Synonyms: 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol
• CAS NO: 20258-50-8
• Molecular Weight: 582.737
• Mol File: 20258-50-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol(20258-50-8)
• EPA Substance Registry System: 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol(20258-50-8)

Safety Data

• Hazardous Substances Data: 20258-50-8(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 142285-64-1 1,6-di-O-benzyl-3,4-O-methylethylidene-D-mannitol 
• 3969-59-3 mannitol triacetonide 
• 69-65-8 mannitol 
• 3969-84-4 3,4-di-O-isopropylidene-D-mannitol 
• 100-44-7 benzyl chloride 
• 81704-51-0 1,2:3,4:5,6-tri-O-isopropylidene-galactitol 
• 908575-58-6 3,4-O-isopropylidene-D-mannitol 

Downstream Products

• 20196-71-8 (2S)-2,3-bis(benzyloxy)propanol 
• 58438-08-7 (2R)-1,2-di-O-benzyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)glycerol 
• 20196-70-7 (+)-(R)-2,3-bis(benzyloxy)propanal 
• 628690-03-9 1,2,5,6-tetra-O-benzyl-D-sorbitol 
• 20196-69-4 1,2,5,6-tetra-O-benzyl-D-mannitol 
• 20196-69-4 1,2,5,6-tetra-O-benzyl-D-mannitol 

Relevant articles and documents

A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

d-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.

A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin

Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring.

Highly selective Silver(I) oxide mediated monoprotection of symmetrical diols

Treatment of symmetrical diol with Ag2O and alkyl halide gave the monoprotected derivative in good to excellent yield.