6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate
CAS No.:1357296-75-3
Molecular Formula:C₂₉H₂₉Cl₃N₄O₅
Molecular Weight:619.932
Hs Code.:

Synonyms:6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate

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Chemical Property of 6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate

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Technology Process of 6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate

There total 7 articles about 6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate 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%

: 545-06-2
trichloroacetonitrile

: 6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranose

: 1357296-75-3
6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; Inert atmosphere;
DOI:10.1016/j.carres.2011.11.017

Reference yield:

: 223912-26-3
allyl 6-(4-methylbenzenesulfonate)-β-D-glucopyranoside

: 1357296-75-3
6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium azide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 6 h / 80 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

2.2: 6 h / 55 °C / Inert atmosphere

3.1: (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen / tetrahydrofuran / 3 h / Inert atmosphere

4.1: N-Bromosuccinimide / tetrahydrofuran; water / 0.5 h / Inert atmosphere

5.1: potassium carbonate / dichloromethane / Inert atmosphere

With N-Bromosuccinimide; sodium azide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.carres.2011.11.017

Reference yield:

: C₃₀H₃₃N₃O₅

: 1357296-75-3
6-azido-2,3,4-tri-O-benzyl-6-deoxy-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide / tetrahydrofuran; water / 0.5 h / Inert atmosphere

2: potassium carbonate / dichloromethane / Inert atmosphere

With N-Bromosuccinimide; potassium carbonate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.carres.2011.11.017