Methyl L-alaninate

Base Information

• Chemical Name: Methyl L-alaninate
• CAS No.: 10065-72-2
• Molecular Formula: C4H9 N O2
• Molecular Weight: 103.121
• European Community (EC) Number: 233-201-9
• DSSTox Substance ID: DTXSID40905646
• Nikkaji Number: J100.353D
• Wikidata: Q27463019
• ChEMBL ID: CHEMBL590283
• Mol file: 10065-72-2.mol

Synonyms:alanine methyl ester;alanine methyl ester hydrochloride, (D-Ala)-isomer;alanine methyl ester hydrochloride, (Dl-Ala)-isomer;alanine methyl ester hydrochloride, (L-Ala)-isomer;alanine methyl ester sulfate(2:1), (D-Ala)-isomer;alanine methyl ester, (D-Ala)-isomer;alanine methyl ester, (DL-Ala)-isomer;L-alanine methyl ester

Chemical Property of Methyl L-alaninate

Chemical Property:

• Vapor Pressure: 35mmHg at 25°C
• Boiling Point: 101.5°Cat760mmHg
• Flash Point: °C
• PSA: 52.32000
• Density: 1.01g/cm³
• LogP: 0.20690
• Storage Temp.: 2-8°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

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

(S)-Methyl2-aminopropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl L-alaninate

There total 121 articles about Methyl L-alaninate 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%

methyl2-<(E)-phenylhydrazono>propionate (101137-66-0) → rac-Ala-OMe (7625-53-8,10065-72-2,21705-13-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2.5h; under 3800 Torr; Ambient temperature;

DOI:10.1039/c39850001309

Reference yield: 91.0%

methanol (67-56-1) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) → rac-Ala-OMe (7625-53-8,10065-72-2,21705-13-5)

Guidance literature:

With thionyl chloride; at 40 ℃; for 5h;

Reference yield: 67.0%

methyl 2-nitro-propionate (62013-44-9,6118-50-9) → rac-Ala-OMe (7625-53-8,10065-72-2,21705-13-5)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1055/s-1986-31497

upstream raw materials:

methanol

6,6'-bis(α-alanylamino)-2,2'-bipyridine

methyl pyruvate oxime

methyl 2-nitro-propionate

Downstream raw materials:

N-(N-phenylsulfanylcarbonyl-glycyl)-alanine methyl ester

N-(N-benzyloxycarbonyl-L-leucyl)-D-alanine methyl ester

N-benzyloxycarbonyl-L-leucyl-L-alanine methyl ester

DL-alanine hydroxamic acid

Refernces

• 1、 Zhou, Shaa,Zhou, Sha,Xie, Yongtao,Meng, Xiangde,Wang, Baolei,Xiong, Lixia,Yang, Na,Li, Zhengming. "Synthesis, insecticidal activities and SAR studies of novel anthranilic diamides containing trifluoroethoxyl substituent and chiral amino acid moieties". . p. 1254 - 1256. Retrieved 2018.
• 2、 Balachandra, Chenikkayala,Sharma, Nagendra K.. "Instability of Amide Bond Comprising the 2-Aminotropone Moiety: Cleavable under Mild Acidic Conditions". . p. 3948 - 3951. Retrieved 2015.
• 3、 Yamada,T. et al.. "-". . p. 1897 - 1898. Retrieved 1978.
• 4、 Chapman,P.H. et al.. "-". . p. 1183 - 1188. Retrieved 1970.
• 5、 Miller,Hsu,Ruffolo Jr.,Patil. "Stereochemical studies of adrenergic drugs. Optically active derivatives of imidazolines". . p. 1382 - 1384. Retrieved 1976.
• 6、 Bruns, Hilke,Thiel, Verena,Voget, Sonja,Patzelt, Diana,Daniel, Rolf,Wagner-Doebler, Irene,Schulz, Stefan. "N-acylated alanine methyl esters (NAMEs) from Roseovarius tolerans, structural analogs of quorum-sensing autoinducers, N-acylhomoserine lactones". . p. 1559 - 1573. Retrieved 2013.
• 7、 Debia, Natalí P.,Rodríguez, Juan J.P.,da Silveira, Carolina H.,Chaves, Otavio A.,Iglesias, Bernardo A.,Rodembusch, Fabiano S.,Lüdtke, Diogo S.. "Synthesis and photophysics of benzazole based triazoles with amino acid-derived pendant units. Multiparametric optical sensors for BSA and CT-DNA in solution". . . Retrieved 2020.
• 8、 Ongaratto, Renata,Conte, Naiane,Montes D'Oca, Caroline R.,Brinkerhoff, Rafael C.,Ruas, Caroline Pires,Gelesky, Marcos Alexandre,Montes D'Oca, Marcelo G.. "In situ formation of AuNPs using fatty N-acylamino hydrazide organogelators as templates". . p. 295 - 303. Retrieved 2019.
• 9、 Kato, Atsushi,Okaki, Toru,Ifuku, Syohei,Sato, Kasumi,Hirokami, Yuki,Iwaki, Ren,Kamori, Akiko,Nakagawa, Shinpei,Adachi, Isao,Kiria, Peter G.,Onomura, Osamu,Minato, Daishiro,Sugimoto, Kenji,Matsuya, Yuji,Toyooka, Naoki. "Synthesis and biological evaluation of N-(2-fluorophenyl)-2β- deoxyfuconojirimycin acetamide as a potent inhibitor for α-L-fucosidases". . p. 6565 - 6573. Retrieved 2013.
• 10、 Polonski,T.. "". . p. 347 - 352. Retrieved 1975.