benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside
• CAS No.: 83055-37-2
• Molecular Formula: C₂₆H₃₀N₄O₈
• Molecular Weight: 526.546

Synonyms:benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside

Chemical Property of benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside

Chemical Property:

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Technology Process of benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside

There total 2 articles about benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside 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: 34.0%

benzyl 2-acetamido-6-O-benzoyl-2-deoxy-4-O-mesyl-3-O--α-D-glucopyranoside (83055-33-8) → benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside (83055-37-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 8h; Heating;

DOI:10.1016/S0008-6215(00)80688-6

Reference yield:

benzyl 2-acetamido-6-O-benzoyl-2-deoxy-3-O--α-D-glucopyranoside (69323-71-3) → benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside (83055-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / pyridine / 2 h / 20 °C

2: 34 percent / sodium azide / dimethylformamide / 8 h / 100 °C / Heating

With pyridine; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)80688-6

Reference yield: 91.0%

benzyl 2-acetamido-4-azido-6-O-benzoyl-2,4-dideoxy-3-O--α-D-galactopyranoside (83055-37-2) → benzyl 2-acetamido-4-azido-2,4-dideoxy-3-O--α-D-galactopyranoside (83055-38-3)

Guidance literature:

With methanol; Amberlite IR-120 (H⁺) resin; sodium methylate; for 0.5h; Ambient temperature;

DOI:10.1016/S0008-6215(00)80688-6

upstream raw materials:

benzyl 2-acetamido-6-O-benzoyl-2-deoxy-4-O-mesyl-3-O--α-D-glucopyranoside

benzyl 2-acetamido-6-O-benzoyl-2-deoxy-3-O--α-D-glucopyranoside

Downstream raw materials:

benzyl 2-acetamido-4-azido-2,4-dideoxy-3-O--α-D-galactopyranoside

Benzoic acid (2S,3R,4R,5R,6S)-5-acetylamino-3-azido-6-benzyloxy-4-((R)-1-carboxy-ethoxy)-tetrahydro-pyran-2-ylmethyl ester

(R)-2-((2S,3R,4R,5R,6S)-3-Acetylamino-5-azido-2-benzyloxy-6-methanesulfonyloxymethyl-tetrahydro-pyran-4-yloxy)-propionic acid

benzyl 2-acetamido-4-azido-2,4-dideoxy-6-O-mesyl-3-O--α-D-galactopyranoside

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