L-Alanine,N-(ethoxyoxoacetyl)-, ethyl ester (9CI)

Base Information

• Chemical Name: L-Alanine,N-(ethoxyoxoacetyl)-, ethyl ester (9CI)
• CAS No.: 20902-48-1
• Molecular Formula: C₉H₁₅NO₅
• Molecular Weight: 217.222
• Hs Code.: 29221990
• DSSTox Substance ID: DTXSID60450108
• Nikkaji Number: J990.206F
• Wikidata: Q82269686
• Mol file: 20902-48-1.mol

Synonyms:20902-48-1;L-Alanine,N-(ethoxyoxoacetyl)-, ethyl ester (9CI);ethyl (2S)-2-[(2-ethoxy-2-oxoacetyl)amino]propanoate;SCHEMBL6016763;DTXSID60450108;Ethyl N-[ethoxy(oxo)acetyl]-L-alaninate;AS-68314;N-(ETHOXYOXOACETYL)-L-ALANINE ETHYL ESTER;ethyl (2S)-2-(2-ethoxy-2-oxoacetamido)propanoate;[[(S)-1-Methyl-2-oxo-2-ethoxyethyl]amino]oxoacetic acid ethyl ester

Chemical Property of L-Alanine,N-(ethoxyoxoacetyl)-, ethyl ester (9CI)

Chemical Property:

• PKA: 11.03±0.46(Predicted)
• PSA: 81.70000
• Density: 1.141±0.06 g/cm3(Predicted)
• LogP: 0.00820
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 217.09502258
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)NC(=O)C(=O)OCC
• Isomeric SMILES: CCOC(=O)[C@H](C)NC(=O)C(=O)OCC

Technology Process of L-Alanine,N-(ethoxyoxoacetyl)-, ethyl ester (9CI)

There total 9 articles about L-Alanine,N-(ethoxyoxoacetyl)-, ethyl ester (9CI) 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: 88.1%

ethanol (64-17-5) + L-alanin (56-41-7,25191-17-7,18875-37-1) + oxalic acid (144-62-7,97993-78-7) → N-ethoxyoxalyl-α-alanine ethyl ester (20902-48-1)

Guidance literature:

With hydrogenchloride; In benzene;

DOI:10.1021/op4001687

Reference yield: 80.9%

ethanol (64-17-5) + oxalic acid diethyl ester (95-92-1) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) → N-ethoxyoxalylalanine ethyl ester (23460-73-3,20902-48-1)

Guidance literature:

With oxalic acid; In water; at 80 - 90 ℃; for 20h;

Reference yield: 71.0%

DL-alanine ethyl ester hydrochloride (617-27-6) + oxalic acid diethyl ester (95-92-1) → N-ethoxyoxalylalanine ethyl ester (23460-73-3,20902-48-1)

Guidance literature:

With triethylamine; In ethanol; Heating;

DOI:10.1002/jhet.5570320605

upstream raw materials:

DL-alanine ethyl ester hydrochloride

oxalic acid diethyl ester

ethanol

rac-Ala-OH

Downstream raw materials:

4-methyl-5-ethoxy-2-oxazole carboxylate ethyl ester

5-ethoxy-4-methyl-oxazole

Refernces

• 1、 Maeda,I. et al.. "-". . p. 1917 - 1918. Retrieved 1972.
• 2、 Zou, Ye,Shi, Xiangjun,Zhang, Genbao,Li, Zhenhua,Jin, Can,Su, Weike. "Improved oxazole Method for the Practical and Efficient Preparation of Pyridoxine Hydrochloride (Vitamin B6)". . p. 1498 - 1502. Retrieved 2014/01/06.
• 3、 Berree, Fabienne,Michelot, Gwendal,Le Corre, Maurice. "N-Boc ethyl oxamate: A new nitrogen nucleophile for use in Mitsunobu reactions". . p. 8275 - 8276. Retrieved 2007/10/03.