Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-a-D-galactopyranoside

Base Information

• Chemical Name: Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-a-D-galactopyranoside
• CAS No.: 79580-70-4
• Molecular Formula: C29H25 F3 O11 S
• Molecular Weight: 638.572
• DSSTox Substance ID: DTXSID80457831
• Wikidata: Q82280856
• Mol file: 79580-70-4.mol

Synonyms:79580-70-4;Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-a-D-galactopyranoside;[(2R,3S,4R,5R,6S)-4,5-dibenzoyloxy-6-methoxy-3-(trifluoromethylsulfonyloxy)oxan-2-yl]methyl benzoate;Methyl 2,3,6-Tri-O-benzoyl-4-O-trifluoromethanesulfononyl -alpha-D-galactopyranoside;SCHEMBL13275667;DTXSID80457831;WEFZNIIQVROKGK-SUWSLWCISA-N;AKOS030242798;METHYL 2,3,6-TRI-O-BENZOYL-4-O-TRIFLUOROMETHANESULFONONYL-A-D-GALACTOPYRANOSIDE;W-203820;Methyl 2,3,6-tri-O-benzoyl-4-O-(trifluoromethanesulfonyl)-alpha-D-galactopyranoside;Methyl 2,3,6-Tri-O-benzoyl-4-O-trifluoromethanesulfononyl -?-D-galactopyranoside

Chemical Property of Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-a-D-galactopyranoside

Chemical Property:

• Melting Point: 137-139°C
• PSA: 149.11000
• LogP: 4.98150
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 13
• Exact Mass: 638.10696727
• Heavy Atom Count: 44
• Complexity: 1080

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl 2,3,6-Tri-O-benzoyl-4-O-trifluoromethanesulfononyl -a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)COC(=O)C2=CC=CC=C2)OS(=O)(=O)C(F)(F)F)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4
• Isomeric SMILES: CO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)COC(=O)C2=CC=CC=C2)OS(=O)(=O)C(F)(F)F)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4
• Uses: Methyl 2,3,6-Tri-O-benzoyl-4-O-trifluoromethanesulfononyl -α-D-galactopyranoside can be used as inhibitors of cellulases.

Technology Process of Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-a-D-galactopyranoside

There total 3 articles about Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-a-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside (3601-36-3,6344-46-3) + trifluoromethylsulfonic anhydride (358-23-6) → Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-α-D-galactopyranoside (79580-70-4)

Guidance literature:

With pyridine; In dichloromethane; for 0.75h; -20 degC, then allowed to warm to room temperature;

DOI:10.1016/S0008-6215(00)85599-8

Reference yield:

methyl α-D-galactopyranoside (3396-99-4) → Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-α-D-galactopyranoside (79580-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: pyridine / dichloromethane / 0 - 20 °C

With pyridine; In dichloromethane;

DOI:10.1002/chem.201100020

Reference yield:

benzoyl chloride (98-88-4) → Methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethanesulfonyl-α-D-galactopyranoside (79580-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: pyridine / dichloromethane / 0 - 20 °C

With pyridine; In dichloromethane;

DOI:10.1002/chem.201100020

upstream raw materials:

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside

trifluoromethylsulfonic anhydride

benzoyl chloride

methyl α-D-galactopyranoside

Downstream raw materials:

methyl 2,3,6-tri-O-benzoyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glycopyranosyl)-4-thio-α-D-glucopyranoside

C₆₉H₆₆O₂₄S₂

C₅₅H₄₈O₁₆S

C₅₆H₄₇F₃O₁₈S₂