Proline, phenylmethyl ester, hydrochloride

Base Information

• Chemical Name: Proline, phenylmethyl ester, hydrochloride
• CAS No.: 80089-24-3
• Molecular Formula: C12H15NO2.ClH
• Molecular Weight: 241.718
• Mol file: 80089-24-3.mol

Synonyms:

Chemical Property of Proline, phenylmethyl ester, hydrochloride

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Benzylpyrrolidine-2-carboxylatehydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Proline, phenylmethyl ester, hydrochloride

There total 2 articles about Proline, phenylmethyl ester, hydrochloride 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: 93.0%

rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + benzyl alcohol (100-51-6,185532-71-2) → benzyl prolinate hydrochloride (80089-24-3)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 50h;

DOI:10.1021/ja0647699

Reference yield:

diethyl ether (60-29-7,927820-24-4) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → benzyl prolinate hydrochloride (80089-24-3)

Guidance literature:

With thionyl chloride; benzyl alcohol;

Reference yield: 99.0%

benzyl prolinate hydrochloride (80089-24-3) + 2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid (169870-82-0) → benzyl ((S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoyl)-L-prolinate (208521-78-2)

Guidance literature:

2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 20h;

benzyl prolinate hydrochloride; With 4-methyl-morpholine; In dichloromethane; at 0 - 20 ℃; for 18h;

upstream raw materials:

rac-Pro-OH

benzyl alcohol

diethyl ether

Downstream raw materials:

N-(N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-L-lysyl)-L-proline benzyl ester

Lisinopril

lisinopril

Benzylic Ester of N-<3-<<3-(tert-Butoxycarbonyl)-4-methoxyphenyl>oxy>-N-(tert-butoxycarbonyl)-(2S,3S)-prolyl>-(S)-proline