p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside

Base Information

• Chemical Name: p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside
• CAS No.: 82040-56-0
• Molecular Formula: C₃₆H₃₅NO₁₄S₂
• Molecular Weight: 769.804

Synonyms:p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside

Chemical Property of p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside

Chemical Property:

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Technology Process of p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside

There total 2 articles about p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside 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:

1,2,3-tri-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-4-thio-α-D-xylopyranose (82040-50-4) → p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside (82040-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / acetic acid; CH₂Cl₂ / 1 h / Ambient temperature

2: K₂CO₃ / acetone / 1 h / Ambient temperature

With hydrogen bromide; potassium carbonate; In dichloromethane; acetic acid; acetone;

DOI:10.1016/0008-6215(85)85004-7

Reference yield:

C30H31BrO12S (82040-52-6) + para-nitrobenzenethiol (1849-36-1) → p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside (82040-56-0)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Yield given; Ambient temperature;

DOI:10.1016/0008-6215(85)85004-7

Reference yield: 90.0%

p-nitrophenyl 2,3-di-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,4-dithio-β-D-xylopyranoside (82040-56-0) → p-nitrophenyl 4-S-β-D-xylopyranosyl-1,4-dithio-β-D-xylopyranoside (82040-57-1)

Guidance literature:

With sodium methylate; In methanol; for 24h;

DOI:10.1016/0008-6215(85)85004-7

upstream raw materials:

C₃₀H₃₁BrO₁₂S

para-nitrobenzenethiol

1,2,3-tri-O-benzoyl-4-S-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-4-thio-α-D-xylopyranose

Downstream raw materials:

p-nitrophenyl 4-S-β-D-xylopyranosyl-1,4-dithio-β-D-xylopyranoside

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