5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

Base Information

Chemical Name:5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose
CAS No.:927809-74-3
Molecular Formula:C₃₆H₃₉N₃O₆Si
Molecular Weight:637.808
Hs Code.:

Synonyms:5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

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Chemical Property of 5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

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Technology Process of 5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

There total 5 articles about 5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose 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

: 927809-74-3
5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

Guidance literature:: Multi-step reaction with 4 steps

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

2: 89 percent / triphenylphosphine; DIAD; DPPA / tetrahydrofuran / 20 °C

3: 98 percent / aq. TFA / 2.5 h / 20 °C

4: 77 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; di-isopropyl azodicarboxylate; TEA; diphenyl-phosphinic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
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

: 927809-74-3
5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / triphenylphosphine; DIAD; DPPA / tetrahydrofuran / 20 °C

2: 98 percent / aq. TFA / 2.5 h / 20 °C

3: 77 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; di-isopropyl azodicarboxylate; diphenyl-phosphinic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.11.070

Reference yield:

: 927809-72-1
5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-sorbopyranose

: 927809-74-3
5-azido-4-O-benzoyl-3-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / aq. TFA / 2.5 h / 20 °C

2: 77 percent / imidazole / dimethylformamide / 20 °C

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