methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

Base Information

Chemical Name:methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside
CAS No.:946416-33-7
Molecular Formula:C₃₆H₃₇BrO₆
Molecular Weight:645.59
Hs Code.:

Synonyms:methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

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Chemical Property of methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

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Technology Process of methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

There total 2 articles about methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside 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: 95.0%

: 946416-32-6
1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dibromomethylene)-α-D-glycero-D-galacto-hexitol

: 124-41-4
sodium methylate

: 946416-33-7
methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

Guidance literature:: In toluene; for 8h; Reflux;
DOI:10.3762/bjoc.8.59

Reference yield:

: 4132-26-7
2,3,4,6-tetra-O-benzyl 1,5-anhydro-D-arabino-hex-1-enitol

: 946416-33-7
methyl 2-bromo-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-arabino-hept-2-enoseptanoside

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / aq. NaOH; benzyltriethylammonium chloride / 3 h / 20 °C

2: 94 percent / methanol; toluene / 8 h / Heating

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In methanol; toluene;
DOI:10.1021/jo070444e