N-CBZ-LEU-LEU METHYL ESTER

Base Information

• Chemical Name: N-CBZ-LEU-LEU METHYL ESTER
• CAS No.: 3504-37-8
• Molecular Formula: C21H32 N2 O5
• Molecular Weight: 392.495
• Mol file: 3504-37-8.mol

Synonyms:L-Leucine,N-[N-[(phenylmethoxy)carbonyl]-L-leucyl]-, methyl ester; Leucine,N-(N-carboxy-L-leucyl)-, N-benzyl methyl ester (6CI,7CI); Leucine,N-(N-carboxy-L-leucyl)-, N-benzyl methyl ester, L- (8CI);Benzyloxycarbonyl-L-leucyl-L-leucine methyl ester;N-(Benzyloxycarbonyl)leucylleucine methyl ester; NSC 360210

Chemical Property of N-CBZ-LEU-LEU METHYL ESTER

Chemical Property:

• Vapor Pressure: 5.34E-12mmHg at 25°C
• Melting Point: 97-98 °C
• Boiling Point: 546.5°C at 760 mmHg
• PKA: 11.13±0.46(Predicted)
• Flash Point: 284.3°C
• PSA: 93.73000
• Density: 1.09g/cm³
• LogP: 3.81320
• Storage Temp.: −20°C

Purity/Quality:

99%min ^*data from raw suppliers

Z-LEU-LEU-OME 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-CBZ-LEU-LEU METHYL ESTER

There total 21 articles about N-CBZ-LEU-LEU 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: 97.0%

Cbz-Leu-OSuc + methyl (L)-leucinate hydrochloride (7517-19-3) → Cbz-L-Leu-L-Leu-OMe (3504-37-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 22h;

DOI:10.1055/s-0030-1259527

Reference yield: 90.0%

Z-Leu-OH (2018-66-8) + (S)-Leu-OMe (2666-93-5) → Cbz-L-Leu-L-Leu-OMe (3504-37-8)

Guidance literature:

Z-Leu-OH; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -20 ℃; for 0.5h; Inert atmosphere;

(S)-Leu-OMe; With 4-methyl-morpholine; In tetrahydrofuran; at -20 - 20 ℃; for 19h; Inert atmosphere;

DOI:10.1080/14756366.2020.1781107

Reference yield: 88.0%

Z-Leu-OH (2018-66-8) + methyl (L)-leucinate hydrochloride (7517-19-3) → Cbz-L-Leu-L-Leu-OMe (3504-37-8)

Guidance literature:

Z-Leu-OH; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 0.666667h;

methyl (L)-leucinate hydrochloride; With 4-methyl-morpholine; In tetrahydrofuran; for 12h;

DOI:10.1016/j.bmc.2017.05.049

upstream raw materials:

Z-Leu-OH

(S)-Leu-OMe

(S)-benzyl (1-azido-4-methyl-1-oxopentan-2-yl)carbamate

methyl (L)-leucinate hydrochloride

Downstream raw materials:

Z-Leu-ψ(CH2NH)-Leu-OMe

N-(benzyloxycarbonyl)-leucinylleucinylleucinal

Refernces

• 1、 An, Jing,Chen, Yiling,Ciechanover, Aaron,Fuk-Woo Chan, Jasper,Huang, Lina S.,Huang, Ziwei,Liang, Boqiang,Nie, Linlin,Wang, Juan,Warshel, Arieh,Wu, Meixian,Wu, Yi,Xu, Yan,Ye, Hui,Yuan, Shuofeng,Yuen, Kwok-Yung,Zhou, Jiao. "A new class of α-ketoamide derivatives with potent anticancer and anti-SARS-CoV-2 activities". . . Retrieved 2021/02/27.
• 2、 Border, Sarah E.,Caffrey, Conor R.,Corrigan, Thomas S.,Do?an Ekici, ?zlem,Fajtova, Pavla,Hadad, Christopher M.,Kasper, Kayla Q.,Lotti Diaz, Leilani M.,McElroy, Craig A.,Ratigan, Steven C.,Salvesen, Guy S.,Sojka, Daniel. "Design, synthesis, and in vitro evaluation of aza-peptide aldehydes and ketones as novel and selective protease inhibitors". . p. 1387 - 1402. Retrieved 2020/07/13.