Z-Ala-OMe

Base Information

• Chemical Name: Z-Ala-OMe
• CAS No.: 28819-05-8
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70426359
• Nikkaji Number: J240.045F
• Wikidata: Q72502115
• Mol file: 28819-05-8.mol

Synonyms:Z-Ala-OMe;28819-05-8;Z-L-Alanine methyl ester;Methyl ((benzyloxy)carbonyl)-L-alaninate;methyl (2S)-2-(phenylmethoxycarbonylamino)propanoate;64562-95-4;Cbz-L-alanine methyl ester;N-Trityl-L-Ala;CBZ-Ala-OMe;N-Z-Alanine methyl ester;N-cbz-l-alanine methyl ester;SCHEMBL939737;DTXSID70426359;OMDVFTVXPVXANK-VIFPVBQESA-N;(S)-METHYL 2-(((BENZYLOXY)CARBONYL)AMINO)PROPANOATE;MFCD00270464;AKOS015914195;AM81496;CS-W012855;FD21020;HY-W012139;N-carbobenzyloxy-L-alanine methyl ester;DS-13382;A847866;J-300007;Q-101555;L-Alanine, N-[(phenylmethoxy)carbonyl]-, methyl ester;N-Benzyloxycarbonyl-L-alanine methyl ester;(S)-2-(Benzyloxycarbonylamino)propionic acid methyl ester

Chemical Property of Z-Ala-OMe

Chemical Property:

• Melting Point: 46-47℃
• Boiling Point: 101.5 °C at 760 mmHg
• PKA: 11.00±0.46(Predicted)
• PSA: 64.63000
• Density: 1.01 g/cm³
• LogP: 1.86520
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

98%,99%, ^*data from raw suppliers

Z-Ala-OMe 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Z-Ala-OMe

There total 58 articles about Z-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: 99.0%

N-Cbz-Ala (1142-20-7) + methyl iodide (74-88-4) → (S)-2-benzyloxycarbonylamino-propionic acid methyl ester (28819-05-8)

Guidance literature:

N-Cbz-Ala; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide;

DOI:10.3390/molecules25061315

Reference yield: 98.0%

methanol (67-56-1) + C20H23NO6S (139928-90-8) → N-benzyloxycarbonyl-D-alanine methyl ester (28819-05-8,64562-95-4,67799-99-9)

Guidance literature:

With magnesium; for 0.666667h; sonication: 35 kHz, 120-240 W;

DOI:10.1039/a701408b

Reference yield: 97.2%

L-alanine methyl ester hydrochloride (2491-20-5) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-benzyloxycarbonylamino-propionic acid methyl ester (28819-05-8)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate; at 0 - 20 ℃; for 18.33h;

upstream raw materials:

diazomethane

N-Cbz-Ala

methanol

N-benzyloxycarbonylalanine

Downstream raw materials:

((R)-2-hydroxy-1-methyl-ethyl)-carbamic acid benzyl ester

Z-Ala-Gly-D-Leu-OMe

CBZ-L-alanylglycinamide

N-Cbz-Ala

Refernces

• 1、 -. "Preparation method of carboxylic ester compound". Paragraph 0044-0045. . Retrieved 2021/03/30.
• 2、 Qiu, Wenting,Shi, Shuai,Li, Ruining,Lin, Xianfeng,Rao, Liangming,Sun, Zhankui. "A Mild, General, Metal-Free Method for Desulfurization of Thiols and Disulfides Induced by Visible-Light". supporting information. p. 1255 - 1258. Retrieved 2021/05/05.