(R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one

Base Information

Chemical Name:(R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one
CAS No.:1319738-37-8
Molecular Formula:C₁₅H₂₁NO₃
Molecular Weight:263.337
Hs Code.:

Synonyms:(R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one

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Chemical Property of (R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one

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Technology Process of (R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one

There total 10 articles about (R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one 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: 75.0%

: 1319738-36-7
(R)-4-acetyl-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidine-2-one

: 1319738-37-8
(R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one

Guidance literature:: (R)-4-acetyl-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidine-2-one; With formic acid; triethylamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; In acetonitrile; at -15 ℃; for 22h;

With hydrogenchloride; In water; acetonitrile; Cooling;

Reference yield:

: 1319738-35-6
(R/S)-4-acetyl-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidine-2-one

: 1319738-37-8
(R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-benzyl-trimethylammonium hydroxide / butan-1-ol; methanol / 0.75 h / 0 - 25 °C

1.2: 0 - 50 °C

2.1: triethylamine; formic acid / (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer / acetonitrile / 22 h / -15 °C

2.2: Cooling

With formic acid; N-benzyl-trimethylammonium hydroxide; triethylamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; In methanol; acetonitrile; butan-1-ol;

Reference yield:

: 97-65-4,25119-64-6
2-methylenesuccinic acid

: 1319738-37-8
(R)-4-[(S)-1-hydroxyethyl]-1-[(S)-1-(4-methoxyphenyl)-ethyl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-methyl-pyrrolidin-2-one / 5 h / 80 - 120 °C

2.1: 1,1'-carbonyldiimidazole / 2-methyltetrahydrofuran / 1.33 h / 20 °C

2.2: 3 h / 20 °C

3.1: diethyl ether; 2-methyltetrahydrofuran / 17.25 h / 0 - 20 °C

4.1: N-benzyl-trimethylammonium hydroxide / butan-1-ol; methanol / 0.5 h / 25 °C / Resolution of diastereomers

5.1: triethylamine; formic acid / (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer / acetonitrile / 22 h / -15 °C

With formic acid; N-benzyl-trimethylammonium hydroxide; triethylamine; 1,1'-carbonyldiimidazole; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; In 2-methyltetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; acetonitrile; butan-1-ol;