(S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one

Base Information

• Chemical Name: (S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one
• CAS No.: 1316848-13-1
• Molecular Formula: C₁₉H₂₆N₂O₂
• Molecular Weight: 314.428
• Mol file: 1316848-13-1.mol

Synonyms:(S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one

Chemical Property of (S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one

There total 5 articles about (S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-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: 88.0%

(S)-benzyl 3-((S)-2-benzyl-3-(tert-butoxy)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)pyrrolidine-1-carboxylate (1316848-10-8) → (S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one (1316848-13-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃; for 12h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/ja2033734

Reference yield:

(S)-benzyl 3-(((S)-1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl)amino)pyrrolidine-1-carboxylate hydrochloride (1316847-99-0) → (S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one (1316848-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 3 h / 75 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 25 °C / 760.05 Torr / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol;

DOI:10.1021/ja2033734

Reference yield:

(S)-benzyl 3-(((S)-1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl)amino)pyrrolidine-1-carboxylate (1316847-95-6) → (S)-5-benzyl-4-(tert-butoxy)-1-((S)-pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one (1316848-13-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / diethyl ether / 0.17 h / 0 °C / Inert atmosphere

2: tetrahydrofuran / 3 h / 75 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 25 °C / 760.05 Torr / Inert atmosphere

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1021/ja2033734

upstream raw materials:

(S)-benzyl 3-(((S)-1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl)amino)pyrrolidine-1-carboxylate

(S)-benzyl 3-(((S)-1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl)amino)pyrrolidine-1-carboxylate hydrochloride

(S)-benzyl 3-((S)-2-benzyl-3-(tert-butoxy)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)pyrrolidine-1-carboxylate

L-phenylalanine tert-butyl ester

Downstream raw materials:

(S)-5-benzyl-1-((S)-1-((S)-2-benzyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)pyrrolidin-3-yl)-4-(tert-butoxy)-1H-pyrrol-2(5H)-one

(S)-5-benzyl-4-(tert-butoxy)-1-((S)-1-((S)-2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)pyrrolidin-3-yl)-1H-pyrrol-2(5H)-one