methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside
CAS No.:1345697-37-1
Molecular Formula:C₂₂H₂₃BrO₇
Molecular Weight:479.324
Hs Code.:

Synonyms:methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

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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 methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

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Technology Process of methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

There total 7 articles about methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-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: 97.0%

: 1345697-19-9
methyl 4,6-O-benzylidene-2-deoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

: 1345697-37-1
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

Guidance literature:: With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); barium carbonate; In tetrachloromethane; for 1h; Reflux; Inert atmosphere;
DOI:10.1021/jo201850z

Reference yield:

: 65556-00-5
methyl 4,6-di-O-benzylidene-2,3-di-O-tosyl-α-D-glucopyranoside

: 1345697-37-1
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium methylate / methanol; dichloromethane / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 50 °C

3: pyridine; dmap / toluene / 6 h / 100 °C

4: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); barium carbonate / tetrachloromethane / 1 h / Reflux; Inert atmosphere

With pyridine; dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); sodium methylate; barium carbonate; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; toluene;
DOI:10.1021/jo201850z

Reference yield:

: 66537-92-6
methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

: 1345697-37-1
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 50 °C

2: pyridine; dmap / toluene / 6 h / 100 °C

3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); barium carbonate / tetrachloromethane / 1 h / Reflux; Inert atmosphere

With pyridine; dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); barium carbonate; In tetrahydrofuran; tetrachloromethane; toluene;
DOI:10.1021/jo201850z