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L-Methionine methyl ester hydrochloride

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CAS:2491-18-1
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CAS:2491-18-1
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L-Methionine methyl ester hydrochloride manufacturers

  • L-Met-OMe.HCl
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  • 2025-09-19
  • CAS:2491-18-1
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  • Purity: 98%
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L-Methionine methyl ester hydrochloride Basic information
Product Name:L-Methionine methyl ester hydrochloride
Synonyms:METHIONINE-OME HCL;L-METHIONINE METHYL ESTER HYDROCHLORIDE;L-METHIONINE METHYL ESTER HYDROCHLORIDE SALT;H-MET-OME HCL;H-MET-OME HYDROCHLORIDE;H-L-Met-OMe*HCl;H-MET-OME·HCL;methyl L-methionate hydrochloride
CAS:2491-18-1
MF:C6H14ClNO2S
MW:199.7
EINECS:219-651-9
Product Categories:Biochemistry;Amino hydrochloride;Amino Acid Derivatives;Methionine;Peptide Synthesis;Methionine [Met, M];Amino Acids and Derivatives;Amino Acid Methyl Esters;Amino Acids (C-Protected);Amino Acids
Mol File:2491-18-1.mol
L-Methionine methyl ester hydrochloride Structure
L-Methionine methyl ester hydrochloride Chemical Properties
Melting point 151-153 °C(lit.)
alpha 26 º (c=5, H2O 24 ºC)
refractive index 26 ° (C=1, H2O)
storage temp. Inert atmosphere,2-8°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Powder
color White to beige
Optical Rotation[α]22/D +25.9°, c = 1 in H2O
Water Solubility Soluble in water.
Sensitive Hygroscopic
BRN 3913214
InChIInChI=1/C6H13NO2S.ClH/c1-9-6(8)5(7)3-4-10-2;/h5H,3-4,7H2,1-2H3;1H/t5-;/s3
InChIKeyMEVUPUNLVKELNV-USHJBNIQNA-N
SMILES[C@H](N)(CCSC)C(=O)OC.Cl |&1:0,r|
CAS DataBase Reference2491-18-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-26
WGK Germany 3
HS Code 29309090
MSDS Information
ProviderLanguage
Methyl L-methionate hydrochloride English
SigmaAldrich English
ACROS English
ALFA English
L-Methionine methyl ester hydrochloride Usage And Synthesis
Chemical PropertiesCrystalline
UsesL-Methionine methyl ester hydrochloride is used as a starting material for the synthesis of a protected glycine derivative, a versatile asymmetric building block.
reaction suitabilityreaction type: solution phase peptide synthesis
Synthesis
Methanol

67-56-1

L-Methionine

63-68-3

L-Methionine methyl ester hydrochloride

2491-18-1

Synthesis Example 1: L-methionine (0.5 g, 1 eq.) was suspended in a 100 mL round-bottomed flask fitted with a magnetic stirrer, methanol (30 mL, concentration 0.1 M) was added and cooled to 0°C under nitrogen atmosphere. Thionyl chloride (0.5 mL, 2 equiv.) was added slowly and dropwise to the above suspension, followed by heating and refluxing the reaction for 16 hours. After completion of the reaction, the solvent was removed by rotary evaporator to give a light yellow solid. The solid was ground with hot ether and the ether solution was removed by filtration to give a white solid L-methionine methyl ester hydrochloride (0.65561 g, 98% yield). The product was further purified by vacuum drying.1H NMR (D2O, 500 MHz) δH: 4.24 (1H, m, CH), 3.79 (3H, s, OCH3), 2.63 (2H, t, CH2), 2.25 (1H, m, CH2), 2.16 (1H, m, CH2), 2.06 (1H, s, SCH3). 13C NMR (D2O, 125 MHz) δC: 170.58 (C=O), 53.64 (OCH3), 51.70 (CH), 28.71 (CH2), 28.41 (CH2), 13.85 (SCH3). IR (neat, vmax, cm-1): 2880.8/2676.2 (CH3, CH2, CH), 2016.2, 1742.2 (C=O, ester), 1483.6, 1443.5, 1227, 1194.7, 1149.8, 1079.5 (C-O). HRMS m/z (+ESI): C6H14NO2S, calculated mass = 164.074 (error = 0.07 ppm).

References[1] Journal of Organic Chemistry, 2011, vol. 76, # 1, p. 201 - 215
[2] Journal of the American Chemical Society, 2017, vol. 139, # 40, p. 14077 - 14089
[3] Patent: WO2012/131313, 2012, A1. Location in patent: Page/Page column 49
[4] Patent: US2014/39200, 2014, A1. Location in patent: Paragraph 0376-0380
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 8, p. 1942 - 1944
L-Methionine methyl ester hydrochloride Preparation Products And Raw materials
Raw materialsMethanol-->L-Methionine
Preparation ProductsH-MET-NH2
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