methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside
• CAS No.: 187961-58-6
• Molecular Formula: C₂₉H₂₅F₃O₁₁S
• Molecular Weight: 638.572
• Mol file: 187961-58-6.mol

Synonyms:methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

There total 1 articles about methyl 2,3,4-tri-O-benzoyl-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: 77.0%

methyl 2,3,4-tri-O-benzoylglucopyranoside (34234-44-1) + trifluoromethylsulfonic anhydride (358-23-6) → methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside (187961-58-6)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -10 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03823

Reference yield: 94.0%

3,4,6-tri-O-benzyl-D-mannopyranose (20672-66-6) + methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside (187961-58-6) → C55H54O14 + C55H54O14

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine; In acetonitrile; at 20 ℃; for 24h; stereoselective reaction; Molecular sieve;

DOI:10.1021/acs.orglett.8b03823

Reference yield: 88.0%

(3aR,5S,6R,7R,7aR)-2,2-Dibutyl-5-methyl-tetrahydro-1,3,4-trioxa-2-stanna-indene-6,7-diol + methyl 2,3,4-tri-O-benzoyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside (187961-58-6) → methyl β-L-rhamnopyranosyl-(1->4)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

Guidance literature:

With 4 A molecular sieve; cesium fluoride; In N,N-dimethyl-formamide; at -5 ℃; for 1.33333h;

DOI:10.1021/ja964021y

upstream raw materials:

methyl 2,3,4-tri-O-benzoylglucopyranoside

trifluoromethylsulfonic anhydride

Downstream raw materials:

methyl 2,3,4-tri-O-benzoyl-6-O-formyl-α-D-glucopyranoside

methyl 3,4,6-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside