allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:1616860-51-5
Molecular Formula:C₂₅H₂₈Cl₃NO₆
Molecular Weight:544.859
Hs Code.:

Synonyms:allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 1 articles about allyl 4,6-O-di-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: 77.0%

: 1061181-49-4
allyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 100-39-0
benzyl bromide

: 1616860-51-5
allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: allyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside; With 15-crown-5; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; for 8h; regioselective reaction; Inert atmosphere;
DOI:10.1002/adsc.201400269

Reference yield: 98.0%

: 1616860-51-5
allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranosyl trichloroacetimidate

: 1616860-52-6
allyl (2,3-di-O-benzoyl-4,6-O-benzylidine-β-D-glucopyranosyl)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1002/adsc.201400269

Reference yield:

: 1616860-51-5
allyl 4,6-O-di-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 1616860-56-0
C₄₅H₄₈Cl₃NO₁₂

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C

2.1: 15-crown-5; sodium hydroxide / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

2.2: 20 h / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane; water / 0.5 h / 0 - 20 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 1 h / 20 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 15-crown-5; trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/adsc.201400269