[2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane

Base Information

Chemical Name:[2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane
CAS No.:888954-89-0
Molecular Formula:C₂₂H₃₅N₃O₅Si
Molecular Weight:449.623
Hs Code.:

Synonyms:[2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane

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Chemical Property of [2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane

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Technology Process of [2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane

There total 9 articles about [2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane 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: 100.0%

: 100-39-0
benzyl bromide

: 763122-30-1
5-azido-6-O-tert-butyldimethylsilyl-5-deoxy-1,2-O-isopropylidene-β-L-idofuranose

: 888954-89-0
[2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/chem.201200110

Reference yield: 55.0%

: 888954-88-9
methanesulfonic acid (6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethyl ester

: 888954-89-0
[2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 120 ℃; for 20h;
DOI:10.1055/s-2006-926369

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 888954-89-0
[2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / imidazole / CH₂Cl₂ / 1.5 h / 0 °C

2: 90 percent / Et₃N / CH₂Cl₂ / 1 h / cooling

3: 55 percent / NaN₃ / dimethylformamide / 20 h / 120 °C

With 1H-imidazole; sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-926369