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Methyl L-threoninate hydrochloride

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CAS:39994-75-7
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CAS:39994-75-7
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  • H-L-Thr-OMe.HCl
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  • CAS:39994-75-7
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  • Purity: 98%
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Methyl L-threoninate hydrochloride Basic information
Product Name:Methyl L-threoninate hydrochloride
Synonyms:L-Threonine methyl ester hydrochloride, 98+%;L-threonineamide;H-Thr-OMe·HCl(oil);L-Threonine methyl e;(2S,3R)-Methyl 2-aMino-3-hydroxybutanoate hydrochloride;H-Thr-OMe.Hcl (L-Threonine methyl ester hcl);H-Thr-OMe·HCl (yellowish oil);L-Threonine methyl ester hydrochloride≥ 98% (HPLC)
CAS:39994-75-7
MF:C5H12ClNO3
MW:169.61
EINECS:254-738-5
Product Categories:Threonine [Thr, T];Amino Acids and Derivatives;Amino hydrochloride;Peptide Synthesis;Amino Acid Derivatives;Amino Acids;I - ZPeptide Synthesis;Modified Amino Acids;Threonine;Aromatic Esters;Amino Acids
Mol File:39994-75-7.mol
Methyl L-threoninate hydrochloride Structure
Methyl L-threoninate hydrochloride Chemical Properties
Melting point 64 °C
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Powder
color White
Water Solubility Soluble in water.
Sensitive Moisture Sensitive & Hygroscopic
BRN 3562717
InChI1S/C5H11NO3.ClH/c1-3(7)4(6)5(8)9-2;/h3-4,7H,6H2,1-2H3;1H/t3,4-;/m0./s1
InChIKeyOZSJLLVVZFTDEY-LXNQBTANSA-N
SMILESCl.COC(=O)[C@@H](N)C(C)O
CAS DataBase Reference39994-75-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-37/39-26
WGK Germany 3
F 3-10-21
HS Code 29225000
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
Methyl L-threoninate hydrochloride Usage And Synthesis
Chemical PropertiesWhite powder
UsesL-Threonine methyl ester is a protected form of L-Threonine (T405500). L-Threonine is an essential amino acid that is commonly used as a feed and food additive. L-Threonine is produced in mass quantities by mutant Escherichia coli strains for research and food nutrition purposes. L-Threonine can be naturally found in fish and poultry, and is incorporated in some important proteins in the human body (such as hemoglobin and insulin).
Synthesis
Methanol

67-56-1

L-Threonine

72-19-5

Methyl L-threoninate hydrochloride

39994-75-7

1. L-Threonine was dissolved in a 2M solution of methanolic hydrochloric acid. 2. The reaction mixture was heated to reflux for 1 h. 3. The organic solvent was evaporated under reduced pressure using a rotary evaporator. 4. The same concentration of methanolic hydrochloric acid solution was added to the residue and heated to reflux again for 1 h. 5. Upon completion of the reaction, the organic solvent was evaporated under reduced pressure to give the white solid product, L-Threonine methyl ester hydrochloride. 6. The product was analyzed by ESI-MS and showed m/z of 134.2 [M+H]+.

References[1] Journal of Medicinal Chemistry, 1995, vol. 38, # 15, p. 2851 - 2859
[2] Synthesis, 1999, # 10, p. 1739 - 1746
[3] Synthetic Communications, 2000, vol. 30, # 20, p. 3685 - 3691
[4] Bioorganic Chemistry, 2008, vol. 36, # 1, p. 4 - 15
[5] Synlett, 2009, # 8, p. 1227 - 1232
Methyl L-threoninate hydrochloride Preparation Products And Raw materials
Raw materialsMethanol-->L-Threonine
Preparation ProductsL-Threonine, N-(phenylmethyl)-, methyl ester
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