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

Base Information

Chemical Name:5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose
CAS No.:927809-68-5
Molecular Formula:C₃₆H₃₉N₃O₆Si
Molecular Weight:637.808
Hs Code.:

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

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

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

There total 5 articles about 5-azido-4-O-benzoyl-3-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:

: 98-88-4
benzoyl chloride

: 927809-68-5
5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / TEA / dioxane / 4 h / 20 °C

2: 82 percent / iodine; triphenylphosphine; imidazole / toluene / 2 h / 110 °C

3: 56 percent / lithium azide / dimethylformamide / 24 h / 100 °C

4: 80 percent / aq. TFA / 2 h / 20 °C

5: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C

With 1H-imidazole; lithium azide; TEA; iodine; triphenylphosphine; trifluoroacetic acid; 1H-imidazole; In 1,4-dioxane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2006.11.070

Reference yield:

: 927809-64-1
4-O-benzoyl-3-O-benzyl-1,2-O-isopropylidene-β-D-fructopyranose

: 927809-68-5
5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / iodine; triphenylphosphine; imidazole / toluene / 2 h / 110 °C

2: 56 percent / lithium azide / dimethylformamide / 24 h / 100 °C

3: 80 percent / aq. TFA / 2 h / 20 °C

4: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C

With 1H-imidazole; lithium azide; iodine; triphenylphosphine; trifluoroacetic acid; 1H-imidazole; In N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2006.11.070

Reference yield:

: 927809-65-2
4-O-benzoyl-3-O-benzyl-5-deoxy-5-iodo-1,2-O-isopropylidene-α-L-sorbopyranose

: 927809-68-5
5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / lithium azide / dimethylformamide / 24 h / 100 °C

2: 80 percent / aq. TFA / 2 h / 20 °C

3: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C

With lithium azide; trifluoroacetic acid; 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.11.070