N-Carbethoxyproline

Base Information

• Chemical Name: N-Carbethoxyproline
• CAS No.: 5700-74-3
• Molecular Formula: C8H13 N O4
• Molecular Weight: 187.196
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00972495
• Nikkaji Number: J1.369.716G
• Wikidata: Q82956269
• Mol file: 5700-74-3.mol

Synonyms:N-Carbethoxyproline;(2S)-1-ethoxycarbonylpyrrolidine-2-carboxylic acid;1-(ethoxycarbonyl)proline;1,2-Pyrrolidinedicarboxylic acid, 1-ethyl ester, (S)-;ETOC-PRO-OH;1-(ethoxycarbonyl)-L-proline;L-Pyrrolidine-1,2-dicarboxylic acid-1-ethyl ester;SCHEMBL7406144;N-alpha-Ethoxycarbonyl-L-proline;DTXSID00972495;AKOS010373670;AC-13040;(S)-1-(ethoxycarbonyl)pyrrolidine-2-carboxylic acid;J-503550

Chemical Property of N-Carbethoxyproline

Chemical Property:

• Vapor Pressure: 3.74E-05mmHg at 25°C
• Boiling Point: 328.5°Cat760mmHg
• Flash Point: 152.5°C
• PSA: 66.84000
• Density: 1.28g/cm³
• LogP: 0.62980
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 187.08445790
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

97% ^*data from raw suppliers

1-(ethoxycarbonyl)proline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCCC1C(=O)O
• Isomeric SMILES: CCOC(=O)N1CCC[C@H]1C(=O)O

Technology Process of N-Carbethoxyproline

There total 2 articles about N-Carbethoxyproline 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: 100.0%

chloroformic acid ethyl ester (541-41-3) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-N-(ethoxycarbonyl)proline (5700-74-3)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/S0957-4166(02)00185-4

Reference yield: 83.0%

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + ethyl α-methoxyvinyl carbonate (74877-64-8) → Pyrrolidine-1,2-dicarboxylic acid 1-ethyl ester (5700-74-3)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo01310a057

Reference yield: 94.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) + (S)-N-(ethoxycarbonyl)proline (5700-74-3) → 2-[bis(3,5-bis(trifluoromethyl)phenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester (1187560-71-9)

Guidance literature:

3,6-bis(trifluoromethyl)bromobenzene; With iodine; magnesium; In diethyl ether; for 2.5h; Inert atmosphere; Reflux;

(S)-N-(ethoxycarbonyl)proline; In diethyl ether; at 0 ℃; Inert atmosphere;

DOI:10.1039/b908967e

upstream raw materials:

L-proline

ethyl α-methoxyvinyl carbonate

chloroformic acid ethyl ester

L-proline

Downstream raw materials:

ethyl (S)-2-benzoylpyrrolidine-1-carboxylate

(S)-α-<(R)-pyrrolidin-2-yl>benzyl alcohol

(S)-α-<(S)-pyrrolidin-2-yl>benzyl alcohol

(1R,2S')-α-(pyrrolidin-2-yl)benzyl alcohol