(1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

Base Information

Chemical Name:(1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate
CAS No.:1461687-61-5
Molecular Formula:C₂₂H₂₆BrNO₂
Molecular Weight:416.358
Hs Code.:

Synonyms:(1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

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Chemical Property of (1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

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Technology Process of (1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

There total 6 articles about (1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate 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:

: (S)-benzyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

: 109-64-8
1,3-dibromo-propane

: 1461687-61-5
(1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

Guidance literature:: (S)-benzyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -50 ℃; for 1h;

1,3-dibromo-propane; In tetrahydrofuran; at -50 - -20 ℃; for 2h;

Reference yield:

: 851916-44-4
(1R,4S)-methyl 4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

: 1461687-61-5
(1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide; methanol / 0.75 h / 20 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 18.5 h

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -50 °C

3.2: 2 h / -50 - -20 °C

With methanol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

Reference yield:

: 426226-35-9
(+)-methyl (1R,4S)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride

: 1461687-61-5
(1R,4S)-benzyl 1-(3-bromopropyl)-4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-2-enecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / methanol / 16 h / 20 °C

2.1: sodium hydroxide; methanol / 0.75 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 18.5 h

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -50 °C

4.2: 2 h / -50 - -20 °C

With methanol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane;