L-Proline, 1-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester

Base Information

• Chemical Name: L-Proline, 1-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester
• CAS No.: 29776-70-3
• Molecular Formula: C22H30N2O5
• Molecular Weight: 402.491
• Mol file: 29776-70-3.mol

Synonyms:Boc-Pro2-OBzl;N-(t-butoxycarbonyl)prolylproline benzyl ester;N-(t-butoxycarbonyl)-L-prolyl-L-proline benzyl ester;N-t-butyloxycarbonyl-L-prolyl-L-proline benzylester;Boc-Pro-Pro-OBzl;Boc-Pro-Pro-OBn;

Chemical Property of L-Proline, 1-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester

Chemical Property:

• PSA: 76.15000
• LogP: 2.99610

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Proline, 1-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester

There total 9 articles about L-Proline, 1-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl 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: 100.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → N-(tert-butyloxycarbonyl)-prolyl-proline benzyl ester (29776-70-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; at 0 ℃; for 3h;

DOI:10.1246/bcsj.56.766

Reference yield: 91.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + L-proline benzyl ester trifluoroacetate → N-(tert-butyloxycarbonyl)-prolyl-proline benzyl ester (29776-70-3)

Guidance literature:

With 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(00)00657-8

Reference yield: 90.0%

N-tert-butoxycarbonyl-L-prolyl-L-proline (15401-08-8) + (4-hydroxyphenyl)(methyl)(benzyl)sulfonium chloride → N-(tert-butyloxycarbonyl)-prolyl-proline benzyl ester (29776-70-3)

Guidance literature:

With potassium carbonate; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1246/bcsj.69.1099

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

L?proline benzyl ester p?toluenesulfonate

H-Pro-OBzl

Downstream raw materials:

L-prolyl-L-proline benzyl ester

N-tert-butoxycarbonyl-L-prolyl-L-proline

prolyl-proline benzyl ester hydrochloride

Boc-Leu-Val-Pro-Pro-OBzl