5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester

Base Information

• Chemical Name: 5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester
• CAS No.: 858940-84-8
• Molecular Formula: C₂₉H₂₆O₅S
• Molecular Weight: 486.588

Synonyms:5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester

Chemical Property of 5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester

Chemical Property:

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Technology Process of 5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester

There total 3 articles about 5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester 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: 85.0%

5-[2-(4-hydroxybut-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester (858940-83-7) + methanesulfonyl chloride (124-63-0) → 5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester (858940-84-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1016/j.bmc.2005.03.038

Reference yield:

4-pentynoic acid benzhydryl ester → 5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester (858940-84-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / triethylamine; Cu₂Br₂ / Pd(PPh₃)4 / 4 h / Heating

2: 60 percent / triethylamine; Cu₂Br₂ / Pd(PPh₃)4 / 12 h / Heating

3: 85 percent / triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

With copper(I) bromide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; 1: Sonogashira coupling / 2: Sonogashira coupling;

DOI:10.1016/j.bmc.2005.03.038

Reference yield:

5-(2-bromophenyl)pent-4-ynoic acid benzhydryl ester (651733-33-4) → 5-[2-(4-(methanesulfonyloxy)but-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester (858940-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / triethylamine; Cu₂Br₂ / Pd(PPh₃)4 / 12 h / Heating

2: 85 percent / triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

With copper(I) bromide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; 1: Sonogashira coupling;

DOI:10.1016/j.bmc.2005.03.038

upstream raw materials:

5-[2-(4-hydroxybut-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester

methanesulfonyl chloride

5-(2-bromophenyl)pent-4-ynoic acid benzhydryl ester

Downstream raw materials:

5-[2-(4-azidobut-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester

2-(1-{4-[2-(4-(benzhydryloxycarbonyl)butynyl)phenyl]but-3-ynylcarbamoyl}ethylcarbamoyl)pyrrolidine-1-carboxylic acid 2H-fluoren-9-ylmethyl ester

5-[2-(4-aminobut-1-ynyl)phenyl]pent-4-ynoic acid benzhydryl ester

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