Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Base Information

• Chemical Name: Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside
• CAS No.: 116663-01-5
• Molecular Formula: C₂₁H₂₃NO₅
• Molecular Weight: 369.417

Synonyms:Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Chemical Property of Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Chemical Property:

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Technology Process of Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

There total 2 articles about Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-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: 93.0%

benzoyl chloride (98-88-4) + Methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside (116663-00-4) → Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside (116663-01-5)

Guidance literature:

With pyridine;

DOI:10.1016/0008-6215(88)84145-4

Reference yield:

(2R,4aR,6R,8S,8aS)-8-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine → Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside (116663-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd/CaCO₃ 5percent / methanol / 4 h

2: 93 percent / pyridine

With pyridine; hydrogen; Lindlar's catalyst; In methanol;

DOI:10.1016/0008-6215(88)84145-4

Reference yield: 78.0%

Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside (116663-01-5) → Methyl 3-benzamido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-β-D-ribo-hexopyranoside (72348-66-4)

Guidance literature:

With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; for 4h; Heating;

DOI:10.1016/0008-6215(88)84145-4

upstream raw materials:

benzoyl chloride

Methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Downstream raw materials:

Methyl 3-benzamido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-β-D-ribo-hexopyranoside

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