p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside
CAS No.:1235137-50-4
Molecular Formula:C₂₇H₂₇N₃O₄S
Molecular Weight:489.595
Hs Code.:

Synonyms:p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Chemical Property of p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Technology Process of p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

There total 7 articles about p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside 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: 92.0%

: 929040-55-1
p-tolyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside

: 100-39-0
benzyl bromide

: 1235137-50-4
p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: p-tolyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.333333h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmc.2010.11.065

Reference yield:

: 929040-55-1
p-tolyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-glucopyranoside

: 100-39-0
benzyl bromide

: 1235137-50-4
p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

: 502692-41-3
p-tolyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Overall yield = 152 mg; Inert atmosphere;
DOI:10.1002/anie.202013909

Reference yield:

: 4-methylphenyl 2-azido-2-deoxy-1-thio-α,β-D-glucopyranoside

: 100-39-0
benzyl bromide

: 100-52-7
benzaldehyde

: 1235137-50-4
p-tolyl 2-deoxy-2-azido-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

: 502692-41-3
p-tolyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: 4-methylphenyl 2-azido-2-deoxy-1-thio-α,β-D-glucopyranoside; With trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

benzaldehyde; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

benzyl bromide; Overall yield = 96percent; Overall yield = 152 mg; diastereoselective reaction; Further stages;
DOI:10.1002/anie.201906297