6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

Base Information

Chemical Name:6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate
CAS No.:1314746-16-1
Molecular Formula:C₆₄H₆₄BrCl₃N₄O₁₂Si
Molecular Weight:1295.58
Hs Code.:

6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

Synonyms:6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

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Chemical Property of 6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

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Technology Process of 6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

There total 7 articles about 6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate 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: 96.0%

: C₆₂H₆₄BrN₃O₁₂Si

: 545-06-2
trichloroacetonitrile

: 1314746-16-1
6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

Guidance literature:: With potassium carbonate; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ja302640p

Reference yield:

: 1314746-19-4
C₂₂H₄₁N₃O₄SSi₃

: 1314746-16-1
6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h

2: dmap; triethylamine / dichloromethane

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

4: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 4 h / -78 - -20 °C

5: copper(II) bis(trifluoromethanesulfonate)

6: ammonia / tetrahydrofuran; methanol

7: potassium carbonate

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; ammonia; copper(II) bis(trifluoromethanesulfonate); sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1038/nchem.1073

Reference yield:

: 1314746-13-8
1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-β-L-idopyranose

: 1314746-16-1
6-O-acetyl-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: copper(II) bis(trifluoromethanesulfonate)

2: ammonia / tetrahydrofuran; methanol

3: potassium carbonate

With ammonia; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1038/nchem.1073