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

Base Information

Chemical Name:O-(2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)(1->3)-6-O-(triisopropylsilyl)-D-galactal
CAS No.:944064-87-3
Molecular Formula:C₄₂H₅₇N₃O₈Si
Molecular Weight:760.015
Hs Code.:

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

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

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

There total 1 articles about O-(2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)(1->3)-6-O-(triisopropylsilyl)-D-galactal 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: 61.0%

: 166021-01-8
1,5-anhydro-6-O-triisopropylsilyl-2-deoxy-D-lyxo-hex-1-enitol

: 220688-25-5
O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α/β-D-glucopyranosyl) trichloroacetimidate

: 944064-87-3
O-(2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)(1->3)-6-O-(triisopropylsilyl)-D-galactal

Guidance literature:: tin (II) triflate; In acetonitrile; at -40 ℃; for 0.5h;
DOI:10.1021/jo061670b

Reference yield: 55.0%

: 944064-87-3
O-(2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)(1->3)-6-O-(triisopropylsilyl)-D-galactal

: 100-39-0
benzyl bromide

: 944064-90-8
O-(2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)(1->3)-4-O-benzyl-6-O-(triisopropylsilyl)-D-galactal

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/jo061670b

Reference yield:

: 944064-87-3
O-(2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)(1->3)-6-O-(triisopropylsilyl)-D-galactal

: 944064-91-9
O-(2-azido-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)(1->3)-4-O-benzyl-2-deoxy-2-nitro-6-O-(triisopropylsilyl)-D-galactal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 55 percent / sodium hydride / dimethylformamide

2.1: conc. nitric acid; acetic anhydride / CH₂Cl₂ / 1 h / -30 °C

2.2: 62 percent / triethylamine / CH₂Cl₂ / 0.42 h

With nitric acid; acetic anhydride; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo061670b