2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol

Base Information

Chemical Name:2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol
CAS No.:801300-62-9
Molecular Formula:C₄₃H₄₉N₃O₅Si
Molecular Weight:715.965
Hs Code.:

Synonyms:2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol

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Technology Process of 2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol

There total 8 articles about 2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol 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: 85.0%

: 2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,5-di-O-benzyl-4,6-O-benzylidene-D-glucitol

: 801300-62-9
2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; borane; In tetrahydrofuran; dichloromethane; at 0 ℃; for 0.916667h;
DOI:10.1002/chem.200400376

Reference yield:

: (1R,2S)-2-Amino-1-((2R,4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propane-1,3-diol

: 801300-62-9
2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / TfN₃; CuSO₄ / CH₂Cl₂; methanol / 2 h

2.1: 87 percent / imidazole / dimethylformamide / 12 h / 20 °C

3.1: sodium hydride / dimethylformamide / 0.5 h / 0 °C

3.2: 70 percent / dimethylformamide / 16 h / 20 °C

4.1: 85 percent / BH₃; Bu₂BOTf / tetrahydrofuran; CH₂Cl₂ / 0.92 h / 0 °C

With 1H-imidazole; di-n-butylboryl trifluoromethanesulfonate; triflic azide; borane; sodium hydride; copper(II) sulfate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200400376

Reference yield:

: 914465-72-8
2-azido-4,6-O-benzylidene-2-deoxy-D-glucitol

: 801300-62-9
2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: sodium hydride / dimethylformamide / 0.5 h / 0 °C

2.2: 70 percent / dimethylformamide / 16 h / 20 °C

3.1: 85 percent / BH₃; Bu₂BOTf / tetrahydrofuran; CH₂Cl₂ / 0.92 h / 0 °C

With 1H-imidazole; di-n-butylboryl trifluoromethanesulfonate; borane; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200400376