(2S)-1,2-PYRROLIDINEDICARBOXYLIC ACID-1-ETHYL-2-METHYL ESTER

Base Information

• Chemical Name: (2S)-1,2-PYRROLIDINEDICARBOXYLIC ACID-1-ETHYL-2-METHYL ESTER
• CAS No.: 93423-88-2
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.222
• Hs Code.: 2933990090
• Mol file: 93423-88-2.mol

Synonyms:1,2-Pyrrolidinedicarboxylicacid, 1-ethyl 2-methyl ester, (S)-; (2S)-1,2-Pyrrolidinedicarboxylic acid1-ethyl 2-methyl ester; N-(Ethoxycarbonyl)-(S)-proline methyl ester;N-Ethoxycarbonyl-L-proline methyl ester

Chemical Property of (2S)-1,2-PYRROLIDINEDICARBOXYLIC ACID-1-ETHYL-2-METHYL ESTER

Chemical Property:

• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.478
• Boiling Point: 249.3°Cat760mmHg
• PKA: -3.35±0.40(Predicted)
• Flash Point: 104.6°C
• PSA: 55.84000
• Density: 1.207g/cm³
• LogP: 0.71820
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-Ethyl2-methylpyrrolidine-1,2-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-1,2-PYRROLIDINEDICARBOXYLIC ACID-1-ETHYL-2-METHYL ESTER

There total 4 articles about (2S)-1,2-PYRROLIDINEDICARBOXYLIC ACID-1-ETHYL-2-METHYL ESTER 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:

Boc-Orn(Z)-OH (2480-93-5) + L-proline methyl ester monohydrochloride (2133-40-6) + chloroformic acid ethyl ester (541-41-3) → (S)-proline-N-ethyl carbamate methyl ester (77581-28-3,93423-88-2) + H-Orn(Z)-Pro-OMe

Guidance literature:

Boc-Orn(Z)-OH; chloroformic acid ethyl ester; With 4-methyl-morpholine; In tetrahydrofuran; at -15 ℃; for 0.5h;

L-proline methyl ester monohydrochloride; With 4-methyl-morpholine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 6h;

With trifluoroacetic acid; for 0.25h; Title compound not separated from byproducts;

DOI:10.1021/jo034228r

Reference yield:

Boc-Orn(Z)-OH (2480-93-5) + L-proline methyl ester monohydrochloride (2133-40-6) + chloroformic acid ethyl ester (541-41-3) → (S)-proline-N-ethyl carbamate methyl ester (77581-28-3,93423-88-2) + Boc-(S)-Orn(Z)-(S)-Pro-OMe

Guidance literature:

Boc-Orn(Z)-OH; chloroformic acid ethyl ester; With 4-methyl-morpholine; In tetrahydrofuran; at -15 ℃; for 0.5h;

L-proline methyl ester monohydrochloride; With 4-methyl-morpholine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 6h; Title compound not separated from byproducts;

DOI:10.1021/jo034228r

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + Boc-Orn(Z)-OH (2480-93-5) + L-proline methyl ester monohydrochloride (2133-40-6) + chloroformic acid ethyl ester (541-41-3) → (S)-proline-N-ethyl carbamate methyl ester (77581-28-3,93423-88-2) + Boc-Phe-Orn(Z)-Pro-OMe

Guidance literature:

Multistep reaction. Title compound not separated from byproducts;

DOI:10.1021/jo034228r

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Orn(Z)-OH

L-proline methyl ester monohydrochloride

chloroformic acid ethyl ester

Downstream raw materials:

ethyl (S)-(-)-2--1-pyrrolidinecarboxylate

7,7-diphenyl-4,5,6,6a-tetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-2-one

(S)-(-)-α,α-di(4-vinylphenyl)-2-[(N-ethoxycarbonyl)pyrrolidine]methanol

7,7-di(2-naphthyl)-4,5,6,6a-tetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-2-one