Methionine methyl ester

Base Information

• Chemical Name: Methionine methyl ester
• CAS No.: 10332-17-9
• Molecular Formula: C6H13 N O2 S
• Molecular Weight: 163.241
• Hs Code.: 2930909090
• European Community (EC) Number: 233-721-6
• UNII: BN630929UL
• DSSTox Substance ID: DTXSID90908324
• Nikkaji Number: J232.007J
• Wikidata: Q27274764
• ChEMBL ID: CHEMBL1180238
• Mol file: 10332-17-9.mol

Synonyms:(3H)methyl-L-methionine;L-methyl-11C-methionine;methionine methyl ester;methyl methionine

Chemical Property of Methionine methyl ester

Chemical Property:

• Vapor Pressure: 0.0388mmHg at 25°C
• Melting Point: 147-150 °C
• Boiling Point: 240°Cat760mmHg
• PKA: 6.96±0.35(Predicted)
• Flash Point: 99°C
• PSA: 77.62000
• Density: 1.094g/cm³
• LogP: 0.94010
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 163.06669983
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCSC)N
• Isomeric SMILES: COC(=O)[C@H](CCSC)N

Technology Process of Methionine methyl ester

There total 30 articles about Methionine 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: 96.0%

methanol (67-56-1) + L-methionine (63-68-3,26062-47-5,58576-49-1) → Met-OMe (10332-17-9,874219-77-9)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2010.01.075

Reference yield: 95.0%

(S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride (2491-18-1) → Met-OMe (10332-17-9,874219-77-9)

Guidance literature:

With triethylamine; In chloroform; at 20 - 70 ℃; for 6h;

DOI:10.1039/d1gc02039k

Reference yield: 94.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) + methyl iodide (74-88-4) → Met-OMe (10332-17-9,874219-77-9)

Guidance literature:

In methanol; water; at 30 ℃; for 24h;

DOI:10.1021/jo5023712

upstream raw materials:

methanol

L-methionine

DL-methionine methyl ester

Cbz-Met-OH

Downstream raw materials:

D-methionine methyl ester

DL-methionine amide

Met-OMe

methyl 2-acetamido-4-methylthiobutanoate

Refernces

• 1、 Ladesic,Keglevic. "". . p. 51,54. Retrieved 1969.
• 2、 Vatele, Jean-Michel. "One-pot selective cleavage of prenyl carbamates using iodine in methanol followed by zinc". . p. 9127 - 9130. Retrieved 2003.
• 3、 Di Gioia, Maria Luisa,Leggio, Antonella,Le Pera, Adolfo,Liguori, Angelo,Perri, Francesca,Siciliano, Carlo. "Alternative and chemoselective deprotection of the α-amino and carboxy functions of N-Fmoc-amino acid and N-Fmoc-dipeptide methyl esters by modulation of the molar ratio in the AlCl3/N,N-dimethylaniline reagent system". . p. 4437 - 4441. Retrieved 2004.
• 4、 Fukui, Hiroki,Fukushi, Yukiharu. "NMR determinations of the absolute configuration of α-chiral primary amines". . p. 2856 - 2859. Retrieved 2010.
• 5、 Brenner et al.. "-". . p. 568,573. Retrieved 1950.
• 6、 ?tv?s, Sándor B.,Buchholcz, Balázs,Darvas, Ferenc,Kappe, C. Oliver,Novák, Zoltán,Sipos, Gellért,Wernik, Michaela. "Continuous flow heterogeneous catalytic reductive aminations under aqueous micellar conditions enabled by an oscillatory plug flow reactor". supporting information. p. 5625 - 5632. Retrieved 2021/08/16.
• 7、 Bárta, Pavel,Dole?al, Martin,Horá?ek, Ond?ej,Jand'Ourek, Ond?ej,Janou?ek, Ji?í,Juhás, Martin,Kone?ná, Klára,Ku?era, Radim,Ku?erová, Lucie,Kubí?ek, Vladimír,Kune?, Ji?í,Paterová, Pavla,Zitko, Jan. "N-Pyrazinoyl substituted amino acids as potential antimycobacterial agents-the synthesis and biological evaluation of enantiomers". . . Retrieved 2020/04/09.