methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside
• CAS No.: 151075-94-4
• Molecular Formula: C₁₉H₂₇F₃O₁₀S
• Molecular Weight: 504.479
• Mol file: 151075-94-4.mol

Synonyms:methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

Chemical Property of methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

There total 1 articles about methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside 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: 96.0%

trifluoromethylsulfonic anhydride (358-23-6) + ((2R,3R,4S,5R,6S)-3-Benzyloxy-6-methoxy-4,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-methanol → methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside (151075-94-4)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane;

DOI:10.1021/jo00075a005 DOI:10.1080/00397919408010152

Reference yield:

Diethyl difluoromethylphosphonate (1478-53-1) + methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside (151075-94-4) → [2-((2R,3R,4S,5R,6S)-3-Benzyloxy-6-methoxy-4,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-1,1-difluoro-ethyl]-phosphonic acid diethyl ester

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 2 min, 2.) THF, -78 deg C, 10 min;

DOI:10.1021/jo00075a005

Reference yield:

methyl hippurate (1205-08-9) + methyl 4-O-benzyl-2,3-di-O-methoxymethyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside (151075-94-4) → 2-Benzoylamino-3-((2R,3R,4S,5R,6S)-3-benzyloxy-6-methoxy-4,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-propionic acid methyl ester

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 2 min, 2.) THF, hexane, -78 deg C, 10 min;

DOI:10.1080/00397919408010152

upstream raw materials:

trifluoromethylsulfonic anhydride