156769-28-7

Basic information

• Product Name: methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside
• Synonyms: methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside
• CAS NO: 156769-28-7
• Molecular Weight: 448.559
• Mol File: 156769-28-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside(156769-28-7)
• EPA Substance Registry System: methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside(156769-28-7)

Safety Data

• Hazardous Substances Data: 156769-28-7(Hazardous Substances Data)

Upstream product

• 73-34-7 D-Fucose 
• 4356-80-3 methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside 
• 50711-26-7 methyl 2,3-di-O-benzyl-α-D-glucopyranosiduronic acid 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 444600-12-8 (1S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-3-methoxy-2,7-dioxa-bicyclo[4.1.0]heptane 
• 50711-27-8 methyl 2,3-di-O-benzyl-4-deoxy-β-L-threo-pent-4-enopyranoside 
• 13231-27-1 Methyl-2,3-di-O-benzyl-6-desoxy-α-D-galactopyranosid 
• 100-39-0 benzyl bromide 
• 114871-48-6 methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside 
• 1128-40-1 methyl α-D-fucopyranoside 

Downstream Products

• 692740-49-1 methyl 2-acetamido-2-deoxy-3,6-di-O-benzyl-4-O-[3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-β-L-galactopyranosyl]-β-L-glucopyranoside 
• 692740-50-4 2,3,4-tri-O-benzyl-6-deoxy-D-galactose diethyl dithioacetal 
• 116514-50-2 ethyl 2,3,4-tri-O-benzyl-6-deoxy-1-thio-β-D-galactopyranoside 
• 116391-11-8 ethyl 2,3,5-tri-O-benzyl-6-deoxy-α-D-thiogalactopyranoside 
• 156719-47-0 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranose 

Relevant articles and documents

Synthesis of L-altrose and some derivatives

A convenient approach to the chemical synthesis of L-altrose (1) and its 6-deoxy derivative 2 has been developed by starting from D-galactose (9) and D-fucose (10), respectively. The 5-epimerization by a Mitsunobu inversion of the open-chain D-hexoses was the key step for these routes. Furthermore, the conversion of 2 into peracetylated TDP-6-deoxy-α-L-altrose (3a) was achieved by the cycloSal approach. However, the final deacetylation led to an unexpected side-reaction resulting in the previously unknown 6-deoxy-α-L-altropyranose 1,3-cyclophosphate (4).

Mirror-Image Carbohydrates: Synthesis of the Unnatural Enantiomer of a Blood Group Trisaccharide

Methyl D-glucoside and D-glucose pentaacetate are transformed, respectively, into methyl α-O-glucuronide 3 and hydroxymethyl β-C-glucuronide 9, which undergo decarboxylative elimination efficiently to produce 4-deoxypentenoside 4 and L-glucal 10. These unsaturated pyranosides provide an expeditious entry into mirror-image oligosaccharides, as demonstrated in the synthesis of the unnatural enantiomer of the H-type II blood group determinant trisaccharide (D-Fuc-(α1-2)-L-Gal-(β 1-4)-L-GlcNAc-β-OMe). This work illustrates that D-glucose, a common starting material in the synthesis of naturally occurring carbohydrates, can also be used to prepare their mirror-image analogues.

Synthesis and inhibition studies of C-(D-glycopyranosyl)methylamines

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