98151-15-6

Basic information

• Product Name: methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
• Synonyms: methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS NO: 98151-15-6
• Molecular Weight: 897.075
• Mol File: 98151-15-6.mol

Chemical Properties

• CAS DataBase Reference: methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside(98151-15-6)
• EPA Substance Registry System: methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside(98151-15-6)

Safety Data

• Hazardous Substances Data: 98151-15-6(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 98151-12-3 methyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 98169-70-1 methyl 4-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 100-39-0 benzyl bromide 
• 155194-68-6 C₆₃H₆₈O₁₂ 
• 98151-13-4 methyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 143433-90-3 Methyl 3'-O-allyl-2,3,6,2',4',6'-hexa-O-benzyl-β-lactoside 
• 30021-61-5 methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 92733-58-9 methyl 2,6-di-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 7216-69-5 methyl β-D-lactopyranoside 

Downstream Products

• 143433-92-5 Methyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 98151-16-7 Acetic acid (2R,3S,4S,5R,6S)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-4-yl ester 
• 98151-17-8 Benzoic acid (2R,3S,4S,5R,6S)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-4-yl ester 
• 98151-18-9 methyl 4-O-<3-O-<2-acetamido-3,6-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-2,4,6-tri-O-benzyl-β-D-galactopyranosyl>-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 116234-98-1 methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-benzyl-3-deoxy-β-D-xylohexopyranosyl)-β-D-glucopyranoside 

Relevant articles and documents

Synthesis of Lactose-Based S-Linked Sialylmimetics of α(2,3)- Sialosides

(Equation presented) A new approach toward the synthesis of lactose-based S-linked sialylmimetics of α(2,3)-linked sialosides is described. These compounds, represented by the general structure 3, were prepared from methyl β-D-lactoside in 11 steps. It wa

SYNTHESIS OF STRUCTURAL ELEMENTS OF THE CAPSULAR POLYSACCHARIDE OF STREPTOCOCCUS PNEUMONIAE TYPE 14

The synthesis is reported of methyl O-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-O-4)>-O-2-acetamido-2-deoxy-β-D-glucopyranoside (13), methyl O-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-O-4)>-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside (28), and O-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-O-4)>-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-β-D-galactopyranosyl-(1->4)-D-glucopyranose (38), representing fragments of the capsular polysaccharide of Streptococcus pneumoniae type 14 (3)-β-D-Galp-(1->4)-β-D-Glcp-(1->6)-4)>-β-D-GlcpNAc-(1->>n). 4-O-(2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl trichloroacetamidate (6) was coupled regio- and stereoselectively with HO-6 of methyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (4) in dichloromethane, using boron trifluoroetherate as a promoter.Coupling of 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl trichloroacetimidate (8) with HO-4 of the resulting trisaccharide derivative (9) in dichloromethane, using boron trifluoroetherate as a promoter, afforded methyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O--3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (10).Debenzylation of 10, followed by dephthaloylation, N,O-acetylation, and de-O-acetylation gave tetrasaccharide methyl glycoside 13.Disaccharide derivative 6 was also coupled with HO-6 of allyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (16) in dichloromethane using trimethylsilyl trifluoromethanesulfonate as a promoter.Coupling of 8 with HO-4 of the resulting trisaccharide derivative (17) in dichloromethane, using trimethylsilyl trifluoromethanesulfonate as a promoter, afforded allyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O--3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (18).Deallylation of 18, followed by imidation gave an activated tetrasaccharide (20), which was coupled to both methyl (24) and benzyl (33) 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside in dichloromethane, using trimethylsilyl trifluoromethanesulfonate as a promoter, to give the corresponding hexasaccharide derivatives 25 and 34.Debenzylation of 25, followed by dephthaloylation, N,O-acetylation, and de-O-acetylation gave hexasaccharide methyl glycoside 28.Dephthaloylation of 34, followed by N,O-acetylation, debenzylation, re-O-acetylation and de-O-acetylation gave hexasaccharide 38.

Studies of the molecular recognition of synthetic methyl β-lactoside analogues by Ricinus communis agglutinin

The 2-, 3-, 6-, 2'-, 3'-, 4'-, and 6'-deoxy derivatives and the 3-O-methyl derivative of methyl β-lactoside have been synthesised and their binding to the galactose-specific agglutinin from Ricinus communis (RCA-120) has been investigated. The results ind

SYNTHESIS OF DI-, TRI-, AND TETRA-SACCHARIDES CORRESPONDING TO RECEPTOR STRUCTURES RECOGNISED BY Streptococcus pneumoniae

Syntheses are described for methyl 2-acetamido-2-deoxy-4-O-β-D-galactopyranosyl-α-D-glucopyranoside, methyl 2-acetamido-2-deoxy-4-O-β-D-galactopyranosyl-β-D-glucopyranoside, methyl 3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside, methyl