methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside

Base Information

• Chemical Name: methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside
• CAS No.: 74995-84-9
• Molecular Formula: C₁₅H₁₉BrO₅
• Molecular Weight: 359.217

Synonyms:methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside

Chemical Property of methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside

Chemical Property:

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Technology Process of methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside

There total 10 articles about methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-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: 98.0%

methyl-4,6-O-benzylidene-2-desoxy-3-C-methyl-α-D-ribo-hexopyranoside (78086-67-6) → methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside (74995-84-9)

Guidance literature:

With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; 1,1,2,2-tetrachloroethane; for 0.5h; Heating;

DOI:10.7164/antibiotics.54.211

Reference yield: 95.0%

methyl 4,6-O-benzylidene-2-deoxy-3-C-methyl-α-D-arabino-hexopyranoside (100100-70-7) → Benzoic acid (2S,3R,6S)-2-bromomethyl-4-hydroxy-6-methoxy-4-methyl-tetrahydro-pyran-3-yl ester (26706-32-1,68536-35-6,74995-84-9)

Guidance literature:

With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; for 6h; Heating;

DOI:10.1016/S0040-4039(00)95922-7

Reference yield: 90.0%

Methyl-4,6-O-benzyliden-2-desoxy-3-C-methyl-α-D-ribo-hexopyranosid (6752-52-9,13264-07-8,18424-64-1,19231-32-4,77481-74-4,77481-75-5,77481-76-6,77481-77-7,78086-67-6,100100-70-7) → methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside (74995-84-9)

Guidance literature:

With N-Bromosuccinimide; calcium carbonate; In tetrachloromethane; for 1h; Heating;

upstream raw materials:

methyl 4,6-O-benzylidene-2-deoxy-3-C-methyl-α-D-arabino-hexopyranoside

methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

(2R,4aR,6S,8aS)-6-Methoxy-8-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Methyl-4,6-O-benzyliden-2-desoxy-3-C-methyl-α-D-ribo-hexopyranosid

Downstream raw materials:

Benzoic acid (2R,3R,6S)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester

Benzoic acid (2R,3R,4R,6S)-3-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-4-yl ester

(3R,4R,5R)-3,4-Bis-benzyloxy-5-hydroxy-hexanoic acid (2R,3R,4R,6S)-3-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-4-yl ester

(3R,4R,5R)-3,4-Bis-benzyloxy-5-hydroxy-hexanoic acid (2R,3R,4R,6S)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester

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