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

Base Information

• Chemical Name: benzyl 2-acetamido-6-azido-2,6-dideoxy-4-O-mesyl-3-O--α-D-glucopyranoside
• CAS No.: 83055-30-5
• Molecular Formula: C₂₀H₂₈N₄O₉S
• Molecular Weight: 500.53

Synonyms:benzyl 2-acetamido-6-azido-2,6-dideoxy-4-O-mesyl-3-O--α-D-glucopyranoside

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

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

There total 2 articles about benzyl 2-acetamido-6-azido-2,6-dideoxy-4-O-mesyl-3-O--α-D-glucopyranoside 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: 92.0%

methanesulfonyl chloride (124-63-0) + benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside (77268-46-3) → benzyl 2-acetamido-6-azido-2,6-dideoxy-4-O-mesyl-3-O--α-D-glucopyranoside (83055-30-5)

Guidance literature:

With pyridine; at -10 ℃;

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

Reference yield:

benzyl 2-acetamido-2-deoxy-6-O-mesyl-3-O--α-D-glucopyranoside (74221-00-4) → benzyl 2-acetamido-6-azido-2,6-dideoxy-4-O-mesyl-3-O--α-D-glucopyranoside (83055-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / sodium azide / dimethylformamide / 5 h / 80 °C / Heating

2: 92 percent / pyridine / -10 °C

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

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

Reference yield: 59.0%

benzyl 2-acetamido-6-azido-2,6-dideoxy-4-O-mesyl-3-O--α-D-glucopyranoside (83055-30-5) → benzyl 2-acetamido-4,6-diazido-2,4,6-trideoxy-3-O--α-D-galactopyranoside (83055-35-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 10h; Heating;

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

upstream raw materials:

methanesulfonyl chloride

benzyl 2-acetamido-6-azido-2,6-dideoxy-3-O--α-D-glucopyranoside

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

Downstream raw materials:

benzyl 2-acetamido-4,6-diazido-2,4,6-trideoxy-3-O--α-D-galactopyranoside

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

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