L-Methionine methyl ester hydrochloride

Base Information

• Chemical Name: L-Methionine methyl ester hydrochloride
• CAS No.: 2491-18-1
• Molecular Formula: C6H14ClNO2S
• Molecular Weight: 199.702
• Hs Code.: 29309090
• European Community (EC) Number: 219-651-9
• UNII: 8QXD8QV7KS
• ChEMBL ID: CHEMBL118183
• Mol file: 2491-18-1.mol

Synonyms:L-Methionine methyl ester hydrochloride;H-Met-OMe.HCl;2491-18-1;H-Met-OMe hydrochloride;methyl L-methioninate hydrochloride;L-METHIONINE METHYL ESTER HCl;MFCD00012491;Methionine Methyl Ester HCl;Methionine Methyl Ester Hydrochloride;methyl (2S)-2-amino-4-methylsulfanylbutanoate;hydrochloride;methyl (2S)-2-amino-4-(methylsulfanyl)butanoate hydrochloride;Methyl 2-amino-4-(methylsulfanyl)butanoate;(s)-methyl 2-amino-4-(methylthio)butanoate hydrochloride;MEVUPUNLVKELNV-JEDNCBNOSA-N;Met-OMe.HCl;L-Met-OMe.HCl;Met-OMe. HCl;Methionine, methyl ester, hydrochloride (1:1);L-Methionine, methyl ester, hydrochloride;8QXD8QV7KS;L-methionine methyl ester-HCl;SCHEMBL200899;CHEMBL118183;Methyl (S)-methioninate hydrochloride;AKOS015846050;CS-W015632;HY-W014916;L-methionine, methyl ester hydrochloride;(S)-Methionine methyl ester hydrochloride;AC-19225;AC-19226;DS-13766;methionine methyl ester hydrochloride salt;M0853;NS00046865;L-Methionine methyl ester hydrochloride, 98%;F10799;(L)-methionine, methyl ester, hydrochloride salt;EN300-7364421;l-methionine, methyl ester, hydrochloride (1:1);J-300200;Q-101596;(S)-2-amino-4-methylsulfanyl-butyric acid methyl ester hydrochloride;(S)-2-Amino-4-methylsulfanylbutanoic acid methyl ester hydrochloride

Chemical Property of L-Methionine methyl ester hydrochloride

Chemical Property:

• Appearance/Colour: Crystalline
• Vapor Pressure: 0.0388mmHg at 25°C
• Melting Point: 151-153 °C(lit.)
• Refractive Index: 26 ° (C=1, H2O)
• Boiling Point: 240 °C at 760 mmHg
• Flash Point: 99 °C
• PSA: 77.62000
• Density: 1.094g/cm3
• LogP: 1.74210
• Storage Temp.: −20°C
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 199.0433776
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

L-Methionine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCSC)N.Cl
• Isomeric SMILES: COC(=O)[C@H](CCSC)N.Cl
• Uses: L-Methionine methyl ester hydrochloride is used as a starting material for the synthesis of a protected glycine derivative, a versatile asymmetric building block.

Technology Process of L-Methionine methyl ester hydrochloride

There total 4 articles about L-Methionine methyl ester hydrochloride 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%

methanol (67-56-1) + L-methionine (63-68-3,26062-47-5,58576-49-1) → (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride (2491-18-1)

Guidance literature:

With acetyl chloride; Reflux;

DOI:10.1021/jo101790z

Reference yield: 96.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) + 2,2-dimethoxy-propane (77-76-9) → (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride (2491-18-1)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1002/asia.201901470

Reference yield: 89.0%

N-Pent-4-enoyl-L-methionine methyl ester (163926-92-9) → (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride (2491-18-1)

Guidance literature:

With hydrogenchloride; iodine; In tetrahydrofuran; water;

DOI:10.1021/ja00116a047

upstream raw materials:

methanol

L-methionine

N-Pent-4-enoyl-L-methionine methyl ester

2,2-dimethoxy-propane

Downstream raw materials:

Boc-Leu-Met-OMe

tert-butyloxycarbonylalanyl-methionine

N-cinnamoyl-L-methionine methyl ester

Boc-Lys(Cbz)-Met-OMe

Refernces

• 1、 Debenham, John S.,Madsen, Robert,Roberts, Carmichael,Fraser-Reid, Bert. "Two new orthogonal amine-protecting groups that can be cleaved under mild or neutral conditions". . p. 3302 - 3303. Retrieved 1995.
• 2、 Cho, Soohyeon,Gu, Lina,In, Ik Joon,Kim, Hakwon,Koo, Sangho,Lee, Taehoon,Wu, Bo. "Ribose conversion with amino acids into pyrraline platform chemicals-expeditious synthesis of diverse pyrrole-fused alkaloid compounds". . p. 31511 - 31525. Retrieved 2021/11/30.
• 3、 Decuyper, Lena,Juki?, Marko,Sosi?, Izidor,Amoroso, Ana Maria,Verlaine, Olivier,Joris, Bernard,Gobec, Stanislav,D'hooghe, Matthias. "Synthesis and Penicillin-binding Protein Inhibitory Assessment of Dipeptidic 4-Phenyl-β-lactams from α-Amino Acid-derived Imines". supporting information. p. 51 - 55. Retrieved 2019/11/28.