p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

Base Information

Chemical Name:p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside
CAS No.:1314746-14-9
Molecular Formula:C₄₇H₄₈BrN₃O₄SSi
Molecular Weight:858.971
Hs Code.:

Synonyms:p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

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Chemical Property of p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

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Technology Process of p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

There total 6 articles about p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-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: 95.0%

: p-methylphenyl 2-azido-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1314746-14-9
p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 16h;
DOI:10.1002/anie.201404154

Reference yield:

: 1314746-20-7
p-methylphenyl 2-azido-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside ⁽⁴⁾

: 1314746-14-9
p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane

2: sodium hydride / N,N-dimethyl-formamide

With dmap; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1038/nchem.1073

Reference yield:

: 1314746-19-4
C₂₂H₄₁N₃O₄SSi₃

: 1314746-14-9
p-methylphenyl 2-azido-3-O-(p-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-1-thio-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h

2: dmap; triethylamine / dichloromethane

3: sodium hydride / N,N-dimethyl-formamide

With dmap; trimethylsilyl trifluoromethanesulfonate; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1038/nchem.1073