Cbz-Ala-Ala-Ome

Base Information

• Chemical Name: Cbz-Ala-Ala-Ome
• CAS No.: 2483-51-4
• Molecular Formula: C15H20 N2 O5
• Molecular Weight: 308.334
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID301189836
• Nikkaji Number: J733.939I
• Mol file: 2483-51-4.mol

Synonyms:Cbz-Ala-Ala-Ome;Z-Ala-Ala-OMe;2483-51-4;methyl (2S)-2-[[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]amino]propanoate;N-Benzyloxycarbonyl-l-alanyl-l-alanine methyl ester;SCHEMBL12022502;CUCAZZQPISJXOS-QWRGUYRKSA-N;DTXSID301189836;MFCD00191050;DS-3265;carbobenzoxy alanyl alanine methyl ester;CS-0158175;A851136;Z-L-ALANYL-L-ALANINE METHYL ESTER;N-[(Phenylmethoxy)carbonyl]-L-alanyl-L-alanine methyl ester;(S)-methyl 2-((S)-2-(benzyloxycarbonylamino)propanamido)propanoate;Methyl 2-[(2-([(benzyloxy)carbonyl]amino)propanoyl)amino]propanoate #

Chemical Property of Cbz-Ala-Ala-Ome

Chemical Property:

• Melting Point: 93-94 °C
• PSA: 93.73000
• LogP: 1.76080
• Storage Temp.: -15°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 308.13722174
• Heavy Atom Count: 22
• Complexity: 393

Purity/Quality:

98%Min ^*data from raw suppliers

Cbz-Ala-Ala-Ome ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)OC)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)OC)NC(=O)OCC1=CC=CC=C1

Technology Process of Cbz-Ala-Ala-Ome

There total 24 articles about Cbz-Ala-Ala-Ome 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: 94.0%

L-Alanine methyl ester (10065-72-2) + N-Cbz-Ala (1142-20-7) → N-[(benzyloxy)carbonyl]-L-alanyl-L-alanine methyl ester (2483-51-4)

Guidance literature:

With dmap; triethylamine; trichlorophosphate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/c3ra42887g

Reference yield: 90.0%

L-Alanine methyl ester (10065-72-2) + C21H26N2O6 → N-[(benzyloxy)carbonyl]-L-alanyl-L-alanine methyl ester (2483-51-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1016/j.tetasy.2016.04.007

Reference yield: 90.0%

N-Cbz-Ala (1142-20-7) + L-alanine methyl ester hydrochloride (2491-20-5) → N-[(benzyloxy)carbonyl]-L-alanyl-L-alanine methyl ester (2483-51-4)

Guidance literature:

With N-[2-(4-sulphonatephenylamino)-4-methoxy-1,3,5-triazin-6-yl]-4-methylmorpholinium inner salt; sodium hydrogencarbonate; In water; for 5h; Product distribution / selectivity;

upstream raw materials:

L-Alanine methyl ester

N-Cbz-Ala

L-alanine methyl ester hydrochloride

(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester

Downstream raw materials:

benzyl ((S)-1-(((S)-1-hydrazinyl-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamate

Z-Ala-Ala-Leu-pNA

benzyloxycarbonyl-L-alanyl-L-alanine

Z-Ala-Ala-Pheol

Refernces

• 1、 Chen, Hao,Das, Chittaranjan,Flaherty, Daniel P.,Galardy, Paul J.,Hewitt, Chad S.,Hussain, Sajjad,Imhoff, Ryan D.,Krabill, Aaron D.,Muli, Christine S.,Wendt, Michael K.. "Optimization and anti-cancer properties of fluoromethylketones as covalent inhibitors for ubiquitin C-terminal hydrolase L1". . . Retrieved 2021/05/31.
• 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.