(2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1374161-86-0
Molecular Formula:C₁₉H₂₈N₂O₄
Molecular Weight:348.442
Hs Code.:

Synonyms:(2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

There total 8 articles about (2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-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:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 185026-95-3
(2R,4R)-1-(tert-butoxycarbonyl)-4-hydroxy-2-methylpyrrolidine-2-carboxylic acid

: 1374161-86-0
(2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;
DOI:10.1002/adsc.201100028

Reference yield:

: 1063998-64-0
(2S,4R)-4-Hydroxy-pyrrolidine-2-carbonyl chloride

: 1374161-86-0
(2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2 h / Reflux

2.1: triethylamine / dichloromethane / 0.33 h / 20 °C

2.2: 18.5 h

3.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -20 - -15 °C / Inert atmosphere

4.2: 18 h / -20 - 20 °C / Inert atmosphere

5.1: sodium hydroxide / methanol; water / 5 h / Reflux

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 °C

7.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 0 - 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201100028

Reference yield:

: 1374161-78-0
(2R,4R)-4-(tert-butyldimethylsilanyloxy)-2-methylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 1374161-86-0
(2R,4R)-4-hydroxy-2-methyl-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 °C

2: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201100028