methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside
CAS No.:85381-32-4
Molecular Formula:C₂₂H₂₃F₃O₈S
Molecular Weight:504.481
Hs Code.:

Synonyms:methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

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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 methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

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Technology Process of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

There total 4 articles about methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-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: 79.0%

: 2774-19-8
methyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

: 358-23-6
trifluoromethylsulfonic anhydride

: 85381-32-4
methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

Guidance literature:: In pyridine; at 0 ℃; for 1.33333h;
DOI:10.1248/cpb.33.165

Reference yield:

: 14155-23-8
methyl 4,6-O-benzylidene-β-D-glucopyranoside

: 85381-32-4
methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 19.7 percent / sodium hydroxide / tetra-n-butylammonium hydrogen sulfate / CH₂Cl₂; H₂O / 5 h

2: 1.) dimethylsulfoxide, acetic anhydride; 2.) NaBH₄ / 1.) r.t., 24 h; 2.) THF, methanol, 30 min

3: pyridine / CH₂Cl₂ / 0.25 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; acetic anhydride; dimethyl sulfoxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water;
DOI:10.1139/v87-070

Reference yield:

: 100-39-0
benzyl bromide

: 85381-32-4
methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(trifluoromethanesulfonyl)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 19.7 percent / sodium hydroxide / tetra-n-butylammonium hydrogen sulfate / CH₂Cl₂; H₂O / 5 h

2: 1.) dimethylsulfoxide, acetic anhydride; 2.) NaBH₄ / 1.) r.t., 24 h; 2.) THF, methanol, 30 min

3: pyridine / CH₂Cl₂ / 0.25 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; acetic anhydride; dimethyl sulfoxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water;
DOI:10.1139/v87-070