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

Base Information

Chemical Name:2-(1-{4-[2-(4-(benzhydryloxycarbonyl)butynyl)phenyl]but-3-ynylcarbamoyl}ethylcarbamoyl)pyrrolidine-1-carboxylic acid 2H-fluoren-9-ylmethyl ester
CAS No.:858940-86-0
Molecular Formula:C₅₁H₄₇N₃O₆
Molecular Weight:797.951
Hs Code.:

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

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

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

There total 7 articles about 2-(1-{4-[2-(4-(benzhydryloxycarbonyl)butynyl)phenyl]but-3-ynylcarbamoyl}ethylcarbamoyl)pyrrolidine-1-carboxylic acid 2H-fluoren-9-ylmethyl 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:

: 2-(1-(benzhydryloxycarbonyl)ethylcarbamoyl)pyrrolidine-1-carboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

: 858940-86-0
2-(1-{4-[2-(4-(benzhydryloxycarbonyl)butynyl)phenyl]but-3-ynylcarbamoyl}ethylcarbamoyl)pyrrolidine-1-carboxylic acid 2H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 12 h

2: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / CH₂Cl₂ / 6 h / 0 - 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/j.bmc.2005.03.038

Reference yield:

: 4-pentynoic acid benzhydryl ester

: 858940-86-0
2-(1-{4-[2-(4-(benzhydryloxycarbonyl)butynyl)phenyl]but-3-ynylcarbamoyl}ethylcarbamoyl)pyrrolidine-1-carboxylic acid 2H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 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

4: 80 percent / NaN₃ / dimethylformamide / 18 h / 20 °C

5: 85 percent / PPh₃ / tetrahydrofuran; H₂O / 24 h / 20 °C

6: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / CH₂Cl₂ / 6 h / 0 - 20 °C

With copper(I) bromide; sodium azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Sonogashira coupling / 2: Sonogashira coupling;
DOI:10.1016/j.bmc.2005.03.038

Reference yield:

: 651733-33-4
5-(2-bromophenyl)pent-4-ynoic acid benzhydryl ester

: 858940-86-0
2-(1-{4-[2-(4-(benzhydryloxycarbonyl)butynyl)phenyl]but-3-ynylcarbamoyl}ethylcarbamoyl)pyrrolidine-1-carboxylic acid 2H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 80 percent / NaN₃ / dimethylformamide / 18 h / 20 °C

4: 85 percent / PPh₃ / tetrahydrofuran; H₂O / 24 h / 20 °C

5: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / CH₂Cl₂ / 6 h / 0 - 20 °C

With copper(I) bromide; sodium azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1016/j.bmc.2005.03.038