((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

Base Information

Chemical Name:((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate
CAS No.:221545-35-3
Molecular Formula:C₂₉H₃₁F₃O₈S
Molecular Weight:596.622
Hs Code.:

Synonyms:((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

There total 5 articles about ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate 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%

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 358-23-6
trifluoromethylsulfonic anhydride

: 221545-35-3
((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -40 ℃; for 0.5h;
DOI:10.1080/10426500214297

Reference yield: 85.0%

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 407-25-0
trifluoroacetic anhydride

: 221545-35-3
((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -40 ℃; for 1.5h;
DOI:10.1021/ol0479444

Reference yield:

: methyl 2,3,4-tri-O-benzyl-6-O-(tertbutyldiphenylsilyl)-α-D-mannopyranoside

: 221545-35-3
((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.10 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 °C

2: 80 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo020339z