1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol

Base Information

Chemical Name:1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol
CAS No.:1574348-15-4
Molecular Formula:C₂₄H₄₁N₃O₉Si
Molecular Weight:543.69
Hs Code.:

Synonyms:1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol

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Chemical Property of 1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol

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Technology Process of 1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol

There total 3 articles about 1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol 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: 80.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 1574347-73-1
(1R,2R)-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)cyclohexanediol

: 1574348-15-4
1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1039/c3ob42164c

Reference yield:

: 145840-43-3
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate

: 1574348-15-4
1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / diethyl ether; dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; dichloromethane;
DOI:10.1039/c3ob42164c

Reference yield:

: 1072-86-2,1460-57-7,1792-81-0,54383-22-1,57794-08-8,931-17-9
(1R,2R)-trans-1,2-cyclohexanediol

: 1574348-15-4
1R,2R-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-O-(tertbutyldimethylsilyl)-cyclohexanediol

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / diethyl ether; dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; dichloromethane;
DOI:10.1039/c3ob42164c