2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride

Base Information

Chemical Name:2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride
CAS No.:151992-73-3
Molecular Formula:C₂₀H₂₀ClN₃O₄
Molecular Weight:401.849
Hs Code.:

Synonyms:2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride

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Chemical Property of 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride

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Technology Process of 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride

There total 1 articles about 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride 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: 73.0%

: 152141-82-7
2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl nitrate

: 151992-73-3
2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride

Guidance literature:: With tetraethylammonium chloride; In acetonitrile; for 5h; Ambient temperature;
DOI:10.1016/0008-6215(93)84030-A

Reference yield: 52.0%

: 151992-73-3
2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride

: 10387-40-3
potassium thioacetate

: 151992-74-4
1-S-acetyl-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: In N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(93)84030-A

Reference yield:

: 151992-73-3
2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl chloride

: 151992-76-6
Ethyl 2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 52 percent / dimethylformamide / 1 h / Ambient temperature

2: 1) NaOMe / 1) MeOH, r.t., 30 min

3: 83 percent / NaCNBH₃, HCl, molecular sieves / tetrahydrofuran / 0.17 h

With hydrogenchloride; molecular sieve; sodium methylate; sodium cyanoborohydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84030-A