(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Base Information

Chemical Name:(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose
CAS No.:1379585-59-7
Molecular Formula:C₄₀H₄₃N₃O₉
Molecular Weight:709.796
Hs Code.:

Synonyms:(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Chemical Property of (2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Chemical Property:

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Technology Process of (2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

There total 4 articles about (2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 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:

: 1379585-58-6
(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-59-7
(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-60-0
(2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: With aluminum (III) chloride; trimethylamine-borane; In diethyl ether; dichloromethane; at 0 ℃; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.carres.2012.03.014

Reference yield:

: 1379585-57-5
(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-59-7
(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-60-0
(2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: potassium iodide; silver(l) oxide / N,N-dimethyl-formamide / 6 h / 0 °C / Inert atmosphere; Darkness

2: aluminum (III) chloride; trimethylamine-borane / diethyl ether; dichloromethane / 0 °C / Inert atmosphere; Molecular sieve

With aluminum (III) chloride; trimethylamine-borane; potassium iodide; silver(l) oxide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2012.03.014

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1379585-59-7
(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-60-0
(2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / tetrahydrofuran / Inert atmosphere

2: potassium iodide; silver(l) oxide / N,N-dimethyl-formamide / 6 h / 0 °C / Inert atmosphere; Darkness

3: aluminum (III) chloride; trimethylamine-borane / diethyl ether; dichloromethane / 0 °C / Inert atmosphere; Molecular sieve

With aluminum (III) chloride; trimethylamine-borane; toluene-4-sulfonic acid; potassium iodide; silver(l) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2012.03.014