3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Base Information

Chemical Name:3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol
CAS No.:141410-18-6
Molecular Formula:C₂₄H₂₉BrO₄
Molecular Weight:461.396
Hs Code.:

Synonyms:3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Suppliers and Price of 3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

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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 3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

There total 5 articles about 3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol 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: 92.0%

: 141410-17-5
3,6-Di-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

: 141410-18-6
3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Guidance literature:: With 1,1,1,2-tetrabromo-ethane; triphenylphosphine; In tetrahydrofuran; at 60 ℃; for 1h;
DOI:10.1016/0008-6215(92)84055-W

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 141410-18-6
3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / imidazole / dimethylformamide

2: 79 percent / tetrahydrofuran / 24 h / Ambient temperature

3: 1.) NaH / 1.) DMF, 5 deg C, 30 min; 2.) -5 deg C, 6 h

4: 81 percent / Bu₄NF / tetrahydrofuran / 2 h

5: 92 percent / tetrabromoethane, PPh₃ / tetrahydrofuran / 1 h / 60 °C

With 1H-imidazole; 1,1,1,2-tetrabromo-ethane; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(92)84055-W

Reference yield:

: 217309-46-1
5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose

: 141410-18-6
3,6-Di-O-benzyl-7-bromo-1,2,7-trideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / tetrahydrofuran / 24 h / Ambient temperature

2: 1.) NaH / 1.) DMF, 5 deg C, 30 min; 2.) -5 deg C, 6 h

3: 81 percent / Bu₄NF / tetrahydrofuran / 2 h

4: 92 percent / tetrabromoethane, PPh₃ / tetrahydrofuran / 1 h / 60 °C

With 1,1,1,2-tetrabromo-ethane; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; In tetrahydrofuran;
DOI:10.1016/0008-6215(92)84055-W