methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside
• CAS No.: 1398044-64-8
• Molecular Formula: C₄₀H₃₉N₃O₄S
• Molecular Weight: 657.833

Synonyms:methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside

Chemical Property of methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside

There total 3 articles about methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-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: 94.0%

methyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside (282526-04-9) + benzyl bromide (100-39-0) + trityl chloride (76-83-5) → methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside (1398044-64-8)

Guidance literature:

methyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside; trityl chloride; With pyridine;

benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h; Cooling with ice;

Reference yield:

C26H27N3O4S + benzyl bromide (100-39-0) → methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside (1398044-64-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Cooling with ice;

DOI:10.1002/chem.201204519

Reference yield:

methyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside (282526-04-9) + trityl chloride (76-83-5) → methyl 2-azido-3,4-di-O-benzyl-2-deoxy-1-thio-6-O-trityl-β-D-glucopyranoside (1398044-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

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

DOI:10.1002/chem.201204519

upstream raw materials:

benzyl bromide

methyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

trityl chloride

Downstream raw materials:

4-methoxyphenyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

methyl 2-azido-2,3-di-O-benzyl-2-deoxy-thio-β-D-glucopyranoside

4-methoxyphenyl 4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-α-L-idopyranoside

C₄₄H₄₆ClN₃O₁₃

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