135284-42-3

Basic information

• Product Name: (2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol
• Synonyms: (2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol
• CAS NO: 135284-42-3
• Molecular Weight: 492.612
• Mol File: 135284-42-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol(135284-42-3)
• EPA Substance Registry System: (2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol(135284-42-3)

Safety Data

• Hazardous Substances Data: 135284-42-3(Hazardous Substances Data)

Upstream product

• 35958-64-6 (3R,4R)-4-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-tetrahydro-furan-2,3-diol 
• 35958-64-6 3,5,6-Tri-O-benzyl-α,β-D-glucofuranose 
• 35958-64-6 3,5,6-Tri-O-benzyl-D-glucofuranose 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 100-39-0 benzyl bromide 
• 135284-41-2 3,5,6-Tris-O-benzyl-D-sorbitol 
• 77-76-9 2,2-dimethoxy-propane 
• 67-64-1 acetone 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 53928-30-6 1,2-O-isopropylidene-3,5,6-tri-O-benzyl-α-D-glucofuranoside 

Downstream Products

• 135284-44-5 (2S,3S,5S)-3,5,6-Tris-O-benzyl-1,2-O-isopropylidene-1,2,3,5,6-hexane-pentol 
• 58846-24-5 3,4,5,6-tetra-O-benzyl-D-sorbitol 
• 903876-35-7 3,5,6-tri-O-benzyl-4-O-tosyl-D-glucitol 
• 903876-38-0 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal 
• 903876-36-8 1,4-anhydro-3,5,6-tri-O-benzyl-D-galactitol 
• 903876-37-9 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose 
• 903876-34-6 3,5,6-tri-O-benzyl-1,2-O-isopropylidene-4-O-tosyl-D-glucitol 
• 58794-70-0 1,2-O-isopropylidene-3,4,5,6-tetra-O-benzyl-D-sorbitol 
• 135284-50-3 Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester 

Relevant articles and documents

Synthesis of 1,4-anhydro-d-fructose and 1,4-anhydro-d-tagatose

1,4-Anhydro-d-fructose and 1,4-anhydro-d-tagatose were prepared from 1,2-O-isopropylidene-d-glucofuranose via the common intermediate 3,5,6-tri-O-benzyl-d-glucitol. The title compounds may be interesting anti-oxidants and feature activities akin to their natural pyranoid counterpart, 1,5-anhydro-d-fructose.

Enantiospecific Synthesis of (2S,3S,5S)-2-Acetamido-2,4-dideoxyhexopyranose (N-Acetyl-4-deoxy-D-mannosamine) from D-Glucose

A 14-step enantiospecific total synthesis (overall yield 6percent) of the title compound 1 from the known furanose 4 (derived from D-glucose) is described. Key Words: Carbohydrates, total synthesis of / Amino sugars / Mannosamine