(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

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Chemical Name:(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester
CAS No.:145215-57-2
Molecular Formula:C₂₈H₃₃ClN₂O₅Se
Molecular Weight:591.993
Hs Code.:

(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

Synonyms:(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

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Chemical Property of (+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

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Technology Process of (+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

There total 11 articles about (+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl 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: 78.0%

: 145215-56-1
(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxopyrrolidin-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

: 145215-57-2
(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 0.166667h; Ambient temperature;
DOI:10.1016/S0040-4039(00)60942-5

Reference yield:

: 20541-49-5
bis(p-chlorophenyl) diselenide

: 145215-57-2
(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran / 1.5 h / Heating

1.2: 72 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / Heating

2.1: Et₃N / tetrahydrofuran / 0.67 h / 0 °C

3.1: 0.11 g / NH₃ / tetrahydrofuran / -78 - 20 °C

4.1: 93 percent / CuI; Pd(PPh₃)4; Et₃N / dimethylformamide / 20 h / 20 °C

5.1: 61 percent / TBAF / acetonitrile; tetrahydrofuran / 3.5 h / Heating

6.1: 78 percent / DDQ / benzene / 0.17 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; ammonia; sodium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene; 4.1: Sonogashira coupling;
DOI:10.1021/jo005531k

Reference yield:

: 145215-54-9
(+/-)-syn-2-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-pent-4-ynoic acid

: 145215-57-2
(+/-)-trans-5-[4-[2-(4-chlorophenylselanyl)ethyl]-3-methyl-5-oxo-1,5-dihydropyrrol-2-ylidenemethyl]-3-(2-methoxycarbonylethyl)-4-methyl-1H-pyrrole-2-carboxylic acid, tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran / 0.67 h / 0 °C

2: 0.11 g / NH₃ / tetrahydrofuran / -78 - 20 °C

3: 93 percent / CuI; Pd(PPh₃)4; Et₃N / dimethylformamide / 20 h / 20 °C

4: 61 percent / TBAF / acetonitrile; tetrahydrofuran / 3.5 h / Heating

5: 78 percent / DDQ / benzene / 0.17 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; ammonia; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene; 3: Sonogashira coupling;
DOI:10.1021/jo005531k