40653-30-3

Basic information

• Product Name: methyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranoside
• Synonyms: methyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranoside
• CAS NO: 40653-30-3
• Molecular Weight: 706.879
• Mol File: 40653-30-3.mol
• Article Data: 39

Chemical Properties

• CAS DataBase Reference: methyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranoside(40653-30-3)
• EPA Substance Registry System: methyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranoside(40653-30-3)

Safety Data

• Hazardous Substances Data: 40653-30-3(Hazardous Substances Data)

Upstream product

• 76-83-5 trityl chloride 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 530-26-7 D-Mannose 
• 100-44-7 benzyl chloride 
• 20231-36-1 methyl 6-O-trityl-α-D-mannopyranoside 
• 100-39-0 benzyl bromide 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 18311-26-7 methyl 6-O-triphenylmethyl-β-D-galactopyranoside 
• 3396-99-4 methyl α-D-galactopyranoside 
• 18311-26-7 methyl 6-O-triphenylmethyl-α-D-galactopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 18311-26-7 methyl 6-O-trityl-α-D-glucopyranoside 
• 492-62-6 alpha-D-glucopyranose 

Downstream Products

• 48229-09-0 2,3,4-tri-O-benzyl-D-galactopyranose 
• 137793-99-8 1-O-acetyl-3,4,5-tri-O-benzyl-D-myo-inositol 
• 137793-90-9 (Z)-methyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-gluco-hex-5-enopyranoside 
• 81308-68-1 Acetic acid (2S,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl ester 
• 81308-68-1 Acetic acid (2R,3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl ester 
• 81369-73-5 methyl 2,3,4-tri-O-benzyl-α-D-mannosiduronic acid 
• 1261294-42-1 methyl 6-S-acetyl-2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside 
• 1387509-16-1 methyl 2,3,4-tri-O-benzyl-6-thio-α-D-galactopyranoside 
• 1387509-46-7 methyl (2-S-(methyl 2,3,4-tri-O-benzyl-6-thio-α-D-galactopyranoside)-5-N-acetyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate 
• 1387509-50-3 methyl (2-S-(methyl 2,3,4-tri-O-benzyl-6-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate 
• 1383450-10-9 1,2-di-O-octanoyl-3-O-(N-octanoyl-6'-amino-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucopyranosyl)-sn-glycerol 
• 1192755-06-8 1,2-dipalmitoyl-3-O-(6'-amino-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucosyl)-sn-glycerol 
• 1192755-05-7 1,2-dipalmitoyl-3-O-(6'-azido-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucosyl)-sn-glycerol 
• 1192755-04-6 3-O-(6'-azido-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucopyranosyl)-sn-glycerol 

Relevant articles and documents

USE OF MANNOSE 6 PHOSPHATE AND MODIFICATIONS THEREOF FOR MEMORY ENHANCEMENT AND REDUCING MEMORY IMPAIRMENT

Provided are compositions and methods for memory enhancement, including recovery of memory impairment. The compositions and methods relate to mannose-6-phosphate and derivatives of mannose-6-phosphate. The methods relate to administration of M6P or derivatives thereof to individuals in whom memory enhancement is desired.

A Potent Mimetic of the Siglec-8 Ligand 6’-Sulfo-Sialyl Lewisx

Siglecs are members of the immunoglobulin gene family containing sialic acid binding N-terminal domains. Among them, Siglec-8 is expressed on various cell types of the immune system such as eosinophils, mast cells and weakly on basophils. Cross-linking of Siglec-8 with monoclonal antibodies triggers apoptosis in eosinophils and inhibits degranulation of mast cells, making Siglec-8 a promising target for the treatment of eosinophil- and mast cell-associated diseases such as asthma. The tetrasaccharide 6’-sulfo-sialyl Lewisx has been identified as a specific Siglec-8 ligand in glycan array screening. Here, we describe an extended study enlightening the pharmacophores of 6’-sulfo-sialyl Lewisx and the successful development of a high-affinity mimetic. Retaining the neuraminic acid core, the introduction of a carbocyclic mimetic of the Gal moiety and a sulfonamide substituent in the 9-position gave a 20-fold improved binding affinity. Finally, the residence time, which usually is the Achilles tendon of carbohydrate/lectin interactions, could be improved.

From d-to l-Monosaccharide Derivatives via Photodecarboxylation-Alkylation

Photodecarboxylation-alkylation of conformationally locked monosaccharides leads to inversion of stereochemistry at C5. This allows the synthesis of l-sugars from their readily available d-counterparts. Via this strategy, methyl l-guloside was synthesized from methyl d-mannoside in 21% yield over six steps.