4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside

Base Information

• Chemical Name: 4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside
• CAS No.: 273736-40-6
• Molecular Formula: C₂₆H₂₀N₄O₄S₂
• Molecular Weight: 516.601

Synonyms:4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside

Chemical Property of 4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside

There total 2 articles about 4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside 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: 79.0%

4-cyanobenzenethiol (36801-01-1) + C21H19N3O6S → 4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside (273736-40-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1016/S0008-6215(99)00320-1

Reference yield:

C19H16N4O7S → 4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside (273736-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOAc / 1 h / 100 °C

2: 79 percent / Me₃SiOTf / 1,2-dichloro-ethane / 20 °C

With trimethylsilyl trifluoromethanesulfonate; sodium acetate; In 1,2-dichloro-ethane; 1: Substitution / 2: Substitution;

DOI:10.1016/S0008-6215(99)00320-1

Reference yield: 80.0%

4-cyanophenyl 2-azido-2-deoxy-3,4-di-O-benzoyl-1,5-dithio-β-D-arabinopyranoside (273736-40-6) → 4-cyanophenyl 2-azido-2-deoxy-1,5-dithio-β-D-arabinopyranoside

Guidance literature:

With sodium methylate; In methanol; 1,2-dichloro-ethane; at 20 ℃; for 1h;

DOI:10.1016/S0008-6215(99)00320-1

upstream raw materials:

4-cyanobenzenethiol

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