tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:1312025-44-7
Molecular Formula:C₅₆H₆₀Cl₆N₂O₁₁Si
Molecular Weight:1177.9
Hs Code.:

tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Synonyms:tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 5 articles about tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-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: 94.0%

: 1017587-58-4
tert-butyldiphenylsilyl 3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 1312025-42-5
3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-D-galactopyranosyl (N-phenyl)trifluoroacetimidate

: 1312025-44-7
tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - -40 ℃; for 2.5h; stereoselective reaction; Molecular sieve;
DOI:10.1021/jo200149d

Reference yield:

: 1312025-39-0
tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 1312025-44-7
tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; zinc / dichloromethane / 0.67 h / 20 °C

1.2: 0.5 h / 0 °C

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0 - 20 °C

3.1: potassium carbonate / acetone / 1 h / 20 °C

4.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / -78 - -40 °C / Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo200149d

Reference yield:

: 1312025-40-3
tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

: 1312025-44-7
tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl(1->4)-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0 - 20 °C

2: potassium carbonate / acetone / 1 h / 20 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / -78 - -40 °C / Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo200149d