106445-52-7

Basic information

• Product Name: benzyl 2,3,4,7-tetra-O-benzyl-α-D-and-β-L-glycero-D-manno-heptopyranoside
• CAS NO: 106445-52-7
• Molecular Weight: 660.807
• Mol File: 106445-52-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl 2,3,4,7-tetra-O-benzyl-α-D-and-β-L-glycero-D-manno-heptopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2,3,4,7-tetra-O-benzyl-α-D-and-β-L-glycero-D-manno-heptopyranoside(106445-52-7)
• EPA Substance Registry System: benzyl 2,3,4,7-tetra-O-benzyl-α-D-and-β-L-glycero-D-manno-heptopyranoside(106445-52-7)

Safety Data

• Hazardous Substances Data: 106445-52-7(Hazardous Substances Data)

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 102046-36-6 (2S,3S,4S,5S,6S)-3,4,5,6-tetrabenzyloxytetrahydropyran-2-carbaldehyde 
• 77455-30-2 benzyl 6-O-triphenylmethyl-α-D-mannopyranoside 
• 15548-45-5 (2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol 
• 100-51-6 benzyl alcohol 
• 78561-22-5 benzyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-mannopyranoside 
• 57783-76-3 benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 530-26-7 D-Mannose 

Relevant articles and documents

NEW SYNTHESES OF D- AND L-GLYCERO-D-MANNO-HEPTOSES

Three methods for the synthesis of the title compounds starting from benzyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside (7) have been elaborated.Conversion of 7 into the cyanohydrin followed by reduction to give the amine and then deamination gave a derivative of L-glycero-D-manno-heptose in low yield.Condensation of 7 with 2-methylfuran gave two stereoisomeric 6-C-(2-methyl-5-furyl) derivatives.The preponderant stereoisomer was ozonised and then reduced to give a derivative of D-glycero-D-manno-heptose.Condensation of 7 with allyloxymethylmagnesium chloride gave derivatives of both heptoses in good yield and with an L-glycero-D-glycero ratio of 3.2:1.Deprotection of these derivatives gave the heptoses in high yield.