(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Name:(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester
CAS No.:183996-36-3
Molecular Formula:C₂₁H₂₇BrN₂O₄
Molecular Weight:451.36
Hs Code.:

Synonyms:(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Property of (2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester

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Technology Process of (2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester

There total 6 articles about (2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-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: 77.0%

: (2S,5R)-1-((Z)-2-Acetylamino-3-phenyl-acryloyl)-5-methanesulfonyloxymethyl-pyrrolidine-2-carboxylic acid tert-butyl ester

: 183996-36-3
(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: With lithium bromide; In acetone; for 4h; Heating;

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 183996-36-3
(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: HClO₄ / H₂O / 18 h

2: 92 percent / LiBH₄ / tetrahydrofuran; diethyl ether / 4 h

3: dihydrogen / 20percent Pd(OH)2/C / methanol / 18 h

4: 50 percent / DCC, 4-DMAP / tetrahydrofuran / 4 h / Ambient temperature

5: Et₃N, DMAP / CH₂Cl₂ / 18 h / 0 °C

6: 77 percent / LiBr / acetone / 4 h / Heating

With dmap; lithium borohydride; perchloric acid; hydrogen; triethylamine; dicyclohexyl-carbodiimide; lithium bromide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone;

Reference yield:

: 183996-23-8
(2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester

: 183996-36-3
(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / LiBH₄ / tetrahydrofuran; diethyl ether / 4 h

2: dihydrogen / 20percent Pd(OH)2/C / methanol / 18 h

3: 50 percent / DCC, 4-DMAP / tetrahydrofuran / 4 h / Ambient temperature

4: Et₃N, DMAP / CH₂Cl₂ / 18 h / 0 °C

5: 77 percent / LiBr / acetone / 4 h / Heating

With dmap; lithium borohydride; hydrogen; triethylamine; dicyclohexyl-carbodiimide; lithium bromide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;