5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose

Base Information

Chemical Name:5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose
CAS No.:927809-66-3
Molecular Formula:C₂₃H₂₅N₃O₆
Molecular Weight:439.468
Hs Code.:

Synonyms:5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose

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Chemical Property of 5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose

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Technology Process of 5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose

There total 9 articles about 5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-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: 91.0%

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

: 927809-66-3
5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 24h;
DOI:10.1021/jo501481r

Reference yield:

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

: 927809-66-3
5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 70551-32-5
10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol

: 927809-66-3
5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-1,2,-O-isopropylidene-β-D-fructopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 12 percent / pyridine / CH₂Cl₂

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

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

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