5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

Base Information

Chemical Name:5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose
CAS No.:487040-51-7
Molecular Formula:C₃₆H₄₁N₃O₅Si
Molecular Weight:623.824
Hs Code.:

Synonyms:5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

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Chemical Property of 5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

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Technology Process of 5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

There total 4 articles about 5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose 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: 72.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 487040-50-6
5-azido-3,4-di-O-benzyl-5-deoxy-β-D-fructopyranose

: 487040-51-7
5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/S0957-4166(02)00369-5

Reference yield:

: 340969-76-8
3,4-di-O-benzyl-1,2-O-isopropylidene-β-D-fructopyranose

: 487040-51-7
5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / Ph₃P; imidazole; I₂ / dimethylformamide / 48 h / 110 °C

2: 85 percent / NaN₃ / dimethylformamide / 120 h / 100 °C

3: 87 percent / aq. CF₃CO₂H / 5 h / 20 °C

4: 72 percent / imidazole / dimethylformamide / 12 h / 20 °C

With 1H-imidazole; sodium azide; iodine; triphenylphosphine; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(02)00369-5

Reference yield:

: 368452-06-6
3,4-di-O-benzyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-sorbopyranose

: 487040-51-7
5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / NaN₃ / dimethylformamide / 120 h / 100 °C

2: 87 percent / aq. CF₃CO₂H / 5 h / 20 °C

3: 72 percent / imidazole / dimethylformamide / 12 h / 20 °C

With 1H-imidazole; sodium azide; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(02)00369-5