(2S)-2-Pyrrolidinepropanoic acid

Base Information

• Chemical Name: (2S)-2-Pyrrolidinepropanoic acid
• CAS No.: 63328-10-9
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.18362
• Mol file: 63328-10-9.mol

Synonyms:3-[(2S)-Pyrrolidin-2-yl]propanoic acid;

Chemical Property of (2S)-2-Pyrrolidinepropanoic acid

Chemical Property:

• Boiling Point: 283.725 °C at 760 mmHg
• Flash Point: 125.393 °C
• PSA: 49.33000
• Density: 1.073 g/cm³
• LogP: 0.93200
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(S)-3-(Pyrrolidin-2-yl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-2-Pyrrolidinepropanoic acid

There total 5 articles about (2S)-2-Pyrrolidinepropanoic acid 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)-2-((E)-2-Carboxy-vinyl)-pyrrolidine-1-carboxylic acid benzyl ester → (S)-3-(Pyrrolidin-2-yl)-propionsaeure (63328-10-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 1h; under 750.06 Torr;

DOI:10.1016/j.ejmech.2006.01.019

Reference yield:

methyl (S)-3-[1-(benzyloxycarbonyl)pyrrolidin-2-yl]acrylate (259868-84-3) → (S)-3-(Pyrrolidin-2-yl)-propionsaeure (63328-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / ethanol / 6 h / 20 °C

2: 40 mg / H₂ / Pd/C / methanol / 1 h / 20 °C / 750.06 Torr

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1016/j.ejmech.2006.01.019

Reference yield:

(S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester (71461-30-8) → (S)-3-(Pyrrolidin-2-yl)-propionsaeure (63328-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.88 g / LiCl; DIPEA / acetonitrile / 16 h

2: NaOH / ethanol / 6 h / 20 °C

3: 40 mg / H₂ / Pd/C / methanol / 1 h / 20 °C / 750.06 Torr

With sodium hydroxide; hydrogen; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In methanol; ethanol; acetonitrile;

DOI:10.1016/j.ejmech.2006.01.019

upstream raw materials:

methyl (S)-3-[1-(benzyloxycarbonyl)pyrrolidin-2-yl]acrylate

(S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester

N-carbobenzyloxy-L-proline methyl ester

Refernces

• 1、 Buchschacher,Cassal,Furst,Meier. "Contribution to the asymmetric synthesis of bicyclic compounds catalysed by optically active amino acids. Synthesis of (S)-2-pyrrolidinepropionic acid and (R)-4-amino-5-phenylvaleric acid". . p. 2747 - 2755. Retrieved 2007/10/06.