methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate

Base Information

• Chemical Name: methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate
• CAS No.: 99724-15-9
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.294
• Mol file: 99724-15-9.mol

Synonyms:methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate

Chemical Property of methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate

There total 1 articles about methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate 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)-1-phenyl-ethylamine (2627-86-3) + Dimethyl itakonate (617-52-7) → methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate (99724-15-9)

Guidance literature:

In toluene; for 23h; Yield given;

DOI:10.1002/jhet.5570290620

Reference yield: 93.0%

methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate (99724-15-9) → (3R)-1-[(1S)-1-phenylethyl]-3-pyrrolidinemethanol

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4.5h; Reflux;

DOI:10.1039/c6ob02658c

Reference yield:

methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(R)-carboxylate (99724-15-9) → (R)-tert-butyl 3-[3-(benzyloxymethyl)-1-pyrrolidinyl]-6,8-difluoroquinoline-2-carboxylate

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.5 h / Reflux

2.1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 24 h / 20 °C / 760.05 Torr

3.1: sodium hydride / tetrahydrofuran / 24 h / 0 - 20 °C

4.1: trifluoroacetic acid / 1 h / 20 °C

5.1: neat (no solvent) / 0.33 h / 20 °C

6.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; hexane / 0.5 h / -70 °C / Inert atmosphere

6.2: 0.17 h / -70 °C

6.3: 2 h / -70 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane;

DOI:10.1039/c6ob02658c

upstream raw materials:

(S)-1-phenyl-ethylamine

Dimethyl itakonate

Downstream raw materials:

5-oxo-1-(1-phenylethyl)-3-pyrrolidinecarboxylic acid

tert-butyl (R)-3-hydroxymethylpyrrolidine-1-carboxylate

(R)-tert-butyl 3-(benzyloxymethyl)pyrrolidine-1-carboxylate