1-ethyl 2-methyl pyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: 1-ethyl 2-methyl pyrrolidine-1,2-dicarboxylate
• CAS No.: 77581-28-3
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.222
• Mol file: 77581-28-3.mol

Synonyms:

Chemical Property of 1-ethyl 2-methyl pyrrolidine-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-ethyl 2-methyl pyrrolidine-1,2-dicarboxylate

There total 4 articles about 1-ethyl 2-methyl pyrrolidine-1,2-dicarboxylate 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

C₂₀H₂₃N₃O₄

(S)-2-[bis(3,5-dimethylphenyl)methyl]pyrrolidine

Refernces