phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-β-D-glucopyranoside

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Chemical Name:phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-β-D-glucopyranoside
CAS No.:905277-91-0
Molecular Formula:C₂₁H₂₀F₃NO₅S
Molecular Weight:455.455
Hs Code.:

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

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Chemical Property of phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-β-D-glucopyranoside

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

There total 1 articles about phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-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: 85.0%

: ethyl 2-trifluoroacetamido-3,4,6-tri-O-acetyl-1-thio-2-deoxy-β-D-glucopyranoside

: 1125-88-8
benzaldehyde dimethyl acetal

: 905277-91-0
phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-β-D-glucopyranoside

Guidance literature:: ethyl 2-trifluoroacetamido-3,4,6-tri-O-acetyl-1-thio-2-deoxy-β-D-glucopyranoside; With sodium methylate; In methanol; at 20 ℃; for 2h;

benzaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 18h;
DOI:10.1002/ejoc.200600078

Reference yield: 70.0%

: 905277-91-0
phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-β-D-glucopyranoside

: ethyl 3,4,6-tri-O-benzyl-2-O-(2-carboxybenzyl)-1-thio-D-glucopyranoside

: ethyl 3,4,6-tri-O-benzyl-2-O-[( 4,6-O-benzylidene-2-deoxy-1-phenylthio-2-2-trifluoroacetamido-β-D-glucopyranos-3-yloxy)-2-carbonylbenzyl]-1-thio-β-D-glucopyranoside

Guidance literature:: ethyl 3,4,6-tri-O-benzyl-2-O-(2-carboxybenzyl)-1-thio-D-glucopyranoside; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 16h;

phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-β-D-glucopyranoside; With dmap; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/ejoc.200600078

Reference yield:

: 905277-91-0
phenyl 4,6-O-benzylidene-2-deoxy-1-thio-2-trifluoroacetamido-β-D-glucopyranoside

: ethyl 3,4,6-tri-O-benzyl-2-O-[(6-O-benzyl-2-deoxy-1-phenylthio-2-trifluoroacetamido-β-D-glucopyranos-3-yloxy)-2-carbonylbenzyl]-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 16 h / 20 °C

1.2: 70 percent / DMAP / tetrahydrofuran / 1 h / 20 °C

2.1: 63 percent / HCl; NaCNBH₃; molecular sieves 3 Angstroem / tetrahydrofuran; diethyl ether

With hydrogenchloride; 3 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200600078