benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside
CAS No.:1580516-45-5
Molecular Formula:C₂₄H₂₇F₃O₈S
Molecular Weight:532.535
Hs Code.:

Synonyms:benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

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Chemical Property of benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

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Technology Process of benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

There total 4 articles about benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside 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: 85.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 1580516-40-0
benzyl 2,3-O-isopropylidene-4-O-benzyl-α-D-mannopyranoside

: 1580516-45-5
benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

Guidance literature:: trifluoromethylsulfonic anhydride; With 2,6-dimethylpyridine; In dichloromethane; at -20 ℃; for 0.0833333h; Inert atmosphere;

benzyl 2,3-O-isopropylidene-4-O-benzyl-α-D-mannopyranoside; In dichloromethane; at -20 - 0 ℃; for 0.583333h; Inert atmosphere;
DOI:10.3184/174751913X13823645011477

Reference yield:

: 128057-05-6
benzyl 6-O-(tert-butyldimethyl)silyl-2,3-O-isopropylidene-α-D-mannopyranoside

: 1580516-45-5
benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 0.08 h / -20 °C / Inert atmosphere

3.2: 0.58 h / -20 - 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3184/174751913X13823645011477

Reference yield:

: 1580516-36-4
benzyl-2,3-O-isopropylidene-4-O-benzyl-6-O-tert-butyldimethylsilyl-α-D-mannopyranoside

: 1580516-45-5
benzyl 2,3-O-isopropylidene-4-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 0.08 h / -20 °C / Inert atmosphere

2.2: 0.58 h / -20 - 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.3184/174751913X13823645011477