phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside
CAS No.:1529807-85-9
Molecular Formula:C₂₈H₂₆Cl₃NO₅S
Molecular Weight:594.943
Hs Code.:

Synonyms:phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

Suppliers and Price of phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

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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 phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

Chemical Property:

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

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Technology Process of phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

There total 6 articles about phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-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: 92.0%

: 76-02-8
trifluoroacetyl chloride

: 277756-86-2
phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside

: 1529807-85-9
phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

Guidance literature:: phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside; With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

trifluoroacetyl chloride; In tetrahydrofuran; at 0 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1021/acs.orglett.8b02669

Reference yield: 78.0%

: 1529807-59-7
phenyl 2-deoxy-2-trichloroacetamido-3,4,6-tri-O-trimethylsilyl-1-thio-β-D-glucopyranoside

: 100-52-7
benzaldehyde

: 1529807-85-9
phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.166667h; regioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1039/c3cc48078j

Reference yield:

: 848397-74-0
phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-mannopyranoside

: 1529807-85-9
phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: zinc; acetic acid / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.2: 0 °C / Molecular sieve; Inert atmosphere

With pyridine; trifluoromethylsulfonic anhydride; acetic acid; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/acs.orglett.8b02669