tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:121845-05-4
Molecular Formula:C₄₉H₆₃N₃O₁₀Si
Molecular Weight:882.139
Hs Code.:

Synonyms:tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 4 articles about tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-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: 79.0%

: 100-39-0
benzyl bromide

: 121845-03-2
tert-butyldimethylsilyl 2-azido-2-deoxy-4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 121845-05-4
tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -10 ℃; for 6h;

Reference yield:

: 121865-28-9
tert-butyldimethylsilyl 2-azido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside

: 121845-05-4
tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide / 1.) MeOH, reflux, 15 h, 2.) toluene, 60 degC, 24 h

2: 61 percent / p-toluenesulfonic acid monohydrate / 24 h / Ambient temperature

3: 79 percent / NaH / dimethylformamide / 6 h / -10 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

Reference yield:

: 96255-92-4
tert-Butyldimethylsilyl-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-azido-2-desoxy-β-D-glucopyranosid

: 121845-05-4
tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / NaOMe / methanol / 3 h / Ambient temperature

2: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide / 1.) MeOH, reflux, 15 h, 2.) toluene, 60 degC, 24 h

3: 61 percent / p-toluenesulfonic acid monohydrate / 24 h / Ambient temperature

4: 79 percent / NaH / dimethylformamide / 6 h / -10 °C

With sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;