methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

Base Information

Chemical Name:methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside
CAS No.:109986-57-4
Molecular Formula:C₂₃H₂₆BrNO₆
Molecular Weight:492.367
Hs Code.:

Synonyms:methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

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Chemical Property of methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

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Technology Process of methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

There total 5 articles about methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside 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: 75.0%

: 109986-56-3
methyl 4,6-O-benzylidene-3-N-benzyloxycarbonyl-2,3-dideoxy-3-methylamino-α-D-arabino-hexopyranoside

: 109986-57-4
methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

Guidance literature:: With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; for 3h; Heating;
DOI:10.1016/0008-6215(86)85062-5

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 109986-57-4
methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: M sodium hydroxide / tetrahydrofuran / 1.) 0 deg C, 2 h; 2.) 25 deg C, 8 h

2: 1.) sodium hydride / 1.) DMF, 25 deg C, 0.5 h; 2.) DMF, 20 h

3: 75 percent / N-bromosuccinimide, barium carbonate / CCl₄ / 3 h / Heating

With sodium hydroxide; N-Bromosuccinimide; sodium hydride; barium carbonate; In tetrahydrofuran; tetrachloromethane;
DOI:10.1016/0008-6215(86)85062-5

Reference yield:

: 110043-59-9
methyl 4,6-O-benzylidene-2,3-dideoxy-3-trifluoroacetamido-α-D-arabino-hexopyranoside

: 109986-57-4
methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: M sodium hydroxide / tetrahydrofuran / 24 h / 25 °C

2: M sodium hydroxide / tetrahydrofuran / 1.) 0 deg C, 2 h; 2.) 25 deg C, 8 h

3: 1.) sodium hydride / 1.) DMF, 25 deg C, 0.5 h; 2.) DMF, 20 h

4: 75 percent / N-bromosuccinimide, barium carbonate / CCl₄ / 3 h / Heating

With sodium hydroxide; N-Bromosuccinimide; sodium hydride; barium carbonate; In tetrahydrofuran; tetrachloromethane;
DOI:10.1016/0008-6215(86)85062-5