allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside
CAS No.:1384958-03-5
Molecular Formula:C₅₆H₇₆Cl₆N₂O₁₉Si₂
Molecular Weight:1350.11
Hs Code.:

allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside

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Technology Process of allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside

There total 5 articles about allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-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:

: 1154463-83-8
4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-1-O-(N-phenyltrifluoroacetimidoyl)-2-N-trichloroacetamido-α/β-D-glucopyranoside

: methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-α/β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

: C₅H₉O₂Pol

: 1384958-03-5
allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: 4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-1-O-(N-phenyltrifluoroacetimidoyl)-2-N-trichloroacetamido-α/β-D-glucopyranoside; C₅H₉O₂Pol; With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.5h; Automated synthesizer; solid phase reaction;

With pyridine; hydrazinium monoacetate; acetic acid; In dichloromethane; at 40 ℃; for 0.166667h; Automated synthesizer; solid phase reaction;

methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-α/β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate; stereoselective reaction; Further stages;
DOI:10.1021/ol301666n

Reference yield:

: 4,6-O-di(tert-butyl)silylidene-2-deoxy-2-trichloroacetamido-D-glucopyranosyl N-phenyl-2,2,2-trifluoroacetimidate

: 1384958-03-5
allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; diisopropyl-carbodiimide / dichloromethane / 2.5 h / 0 °C

2.1: trifluorormethanesulfonic acid / dichloromethane / 0.5 h / 0 °C / Automated synthesizer; solid phase reaction

2.2: 0.17 h / 40 °C / Automated synthesizer; solid phase reaction

With dmap; trifluorormethanesulfonic acid; diisopropyl-carbodiimide; In dichloromethane;
DOI:10.1021/ol301666n

Reference yield:

: 90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8
2-deoxy-2-amino glucose

: 1384958-03-5
allyl 4,6-O-di-tert-butylsilylidene-3-(methyl [2,3-di-O-benzoyl-4-{4,6-O-di-tert-butylsilylidene-2-N-trichloroacetamido-β-D-glucopyranosyl}-β-D-glucopyranosyl uronate])-2-N-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / methanol / 144 h / 20 °C

2.1: N,N-dimethyl-formamide / 1 h / -40 °C

3.1: caesium carbonate / acetone / 3.5 h / 0 - 20 °C

4.1: dmap; diisopropyl-carbodiimide / dichloromethane / 2.5 h / 0 °C

5.1: trifluorormethanesulfonic acid / dichloromethane / 0.5 h / 0 °C / Automated synthesizer; solid phase reaction

5.2: 0.17 h / 40 °C / Automated synthesizer; solid phase reaction

With dmap; trifluorormethanesulfonic acid; caesium carbonate; triethylamine; diisopropyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol301666n