106445-48-1

Upstream product

• 106445-46-9 (S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol 
• 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 
• 530-26-7 D-Mannose 
• 57783-76-3 benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 106445-44-7 benzyl 2,3,4-tri-O-benzyl-β-L-glycero-D-manno-heptopyranurononitrile 
• 100-51-6 benzyl alcohol 
• 1554004-68-0 benzyl 2,3,4-O-tribenzyl-6,7-dideoxy-α-D-hept-6-enopyranoside 
• 1222709-77-4 benzyl 6-O-tetra-butyldiphenylsilyl-2,3,4-O-tribenzyl-α-D-mannopyranoside 
• 100-39-0 benzyl bromide 
• 114894-82-5 benzyl 6-O-tetra-butyldiphenylsilyl-α-D-mannopyranoside 
• 106445-53-8 benzyl 7-O-allyl-2,3,4-tri-O-benzyl-β-L-glycero-D-mannoheptopyranoside 

Downstream Products

• 6946-17-4 L-glycero-D-manno-heptose 

Relevant academic research and scientific papers

SYNTHESIS OF L-glycero-D-manno-HEPTOSE

The easily accessible benzyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside (2) can be converted, in a highly stereoselective manner, by the two-step Tamao method to benzyl 2,3,4-tri-O-benzyl-β-L-glycero-α-D-manno-heptopyranoside (4a).

Chemoenzymatic synthesis of ADP-d-glycero-β-d-manno-heptose and study of the substrate specificity of HldE

An efficient one-pot three enzymes strategy for chemoenzymatic synthesis of ADP-d-glycero-β-d-manno-heptose (ADP-d, d-heptose) was reported using chemically synthesized d, d-heptose-7-phosphate and the ADP-d, d-heptose biosynthetic enzymes HldE and GmhB M

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.