methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside
CAS No.:440345-47-1
Molecular Formula:C₂₀H₃₃N₃O₅Si
Molecular Weight:423.585
Hs Code.:

Synonyms:methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

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Technology Process of methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

There total 4 articles about methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-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: 98.0%

: 440345-53-9
methyl 2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 440345-47-1
methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1021/ja0169771

Reference yield:

: 440345-54-0
methyl 2-azido-3-O-benzyl-2-deoxy-4,6-O-benzylidine-D-glucopyranoside

: 440345-47-1
methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / tetrafluoroboronic acid / CH₂Cl₂ / 1 h

2: 98 percent / imidazole / dimethylformamide / 2 h / 0 °C

With 1H-imidazole; tetrafluoroboric acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0169771

Reference yield:

: 100-39-0
benzyl bromide

: 440345-47-1
methyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaH / dimethylformamide / 2 h / 20 °C

2: 85 percent / tetrafluoroboronic acid / CH₂Cl₂ / 1 h

3: 98 percent / imidazole / dimethylformamide / 2 h / 0 °C

With 1H-imidazole; tetrafluoroboric acid; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0169771