ethyl (2S)-pyrrolidine-2-carboxylate

Base Information

• Chemical Name: ethyl (2S)-pyrrolidine-2-carboxylate
• CAS No.: 5817-26-5
• Molecular Formula: C7H13 N O2
• Molecular Weight: 143.186
• Mol file: 5817-26-5.mol

Synonyms:Proline,ethyl ester, L- (6CI,7CI); (-)-(S)-Ethyl prolinate;(2S)-2-(Ethoxycarbonyl)pyrrolidine; (S)-(-)-Ethyl prolinate; (S)-Proline ethylester; Ethyl (S)-prolinate; Ethyl L-prolinate; Ethyl prolinate

Chemical Property of ethyl (2S)-pyrrolidine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.519mmHg at 25°C
• Refractive Index: 1.4480 to 1.4520
• Boiling Point: 191.3°Cat760mmHg
• PKA: 8.23±0.10(Predicted)
• Flash Point: 69.5°C
• PSA: 38.33000
• Density: 1.031g/cm³
• LogP: 0.63030

Purity/Quality:

99%, ^*data from raw suppliers

(S)-EthylPyrrolidine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl (2S)-pyrrolidine-2-carboxylate

There total 5 articles about ethyl (2S)-pyrrolidine-2-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: 99.0%

ethanol (64-17-5) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → ethyl (2S)-pyrrolidine-2-carboxylate (5817-26-5)

Guidance literature:

With thionyl chloride; for 3.5h; Cooling; Reflux;

DOI:10.1016/j.bmcl.2009.04.056

Reference yield: 65.0%

L-proline ethyl ester monohydrochloride (33305-75-8,131477-20-8) → ethyl (2S)-pyrrolidine-2-carboxylate (5817-26-5)

Guidance literature:

With ammonium hydroxide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1039/c7ra00073a

Reference yield:

N-benzyl-L-proline ethyl ester (955-40-8,172478-10-3) → ethyl (2S)-pyrrolidine-2-carboxylate (5817-26-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; 1-butyl-3-methylimidazolium Tetrafluoroborate; In methanol; at 20 ℃; for 12h; under 760.051 Torr;

DOI:10.5012/bkcs.2010.31.03.735

upstream raw materials:

ethanol

L-proline

N-benzyl-L-proline ethyl ester

L-proline ethyl ester monohydrochloride

Downstream raw materials:

1-acetyl-prolin-ethyl ester

(S)-diphenylprolinol

3-thioxohexahydropyrrolo<1,2-c>imidazol-1-one

(S)-1-Pyrrolidin-2-yl-methanol

Refernces

• 1、 Moshikur, Rahman Md,Ali, Md. Korban,Wakabayashi, Rie,Moniruzzaman, Muhammad,Goto, Masahiro. "Favipiravir-Based Ionic Liquids as Potent Antiviral Drugs for Oral Delivery: Synthesis, Solubility, and Pharmacokinetic Evaluation". . p. 3108 - 3115. Retrieved 2021/07/31.
• 2、 Zhang, Liang,Li, Feng,Hou, Chenhui,Zhu, Sifeng,Zhong, Lili,Zhao, Jianchun,Song, Cai,Li, Wenbao. "Design, synthesis, and biological evaluation of novel stachydrine derivatives as potent neuroprotective agents for cerebral ischemic stroke". . p. 2529 - 2542. Retrieved 2020/05/25.