39994-75-7

Basic information

• Product Name: Methyl L-threoninate hydrochloride
• Synonyms: L-threonineamide;H-Thr-OMe·HCl(oil);L-Threonine methyl ester hydrochloride, 98+%;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 NO: 39994-75-7
• Molecular Formula: C₅H₁₁NO₃*ClH
• Molecular Weight: 169.61
• EINECS: 254-738-5
• Product Categories: Aromatic Esters;Amino Acids;Threonine [Thr, T];Amino Acids and Derivatives;Amino hydrochloride;Peptide Synthesis;Amino Acid Derivatives;Amino Acids;I - ZPeptide Synthesis;Modified Amino Acids;Threonine
• Mol File: 39994-75-7.mol
• Article Data: 64

Chemical Properties

• Melting Point: 64 °C
• Boiling Point: 238.6 °C at 760 mmHg
• Flash Point: 98.1 °C
• Appearance: White/Powder
• Vapor Pressure: 0.000687mmHg at 25°C
• Storage Temp.: −20°C
• Water Solubility: Soluble in water.
• Sensitive: Moisture Sensitive & Hygroscopic
• BRN: 3562717
• CAS DataBase Reference: Methyl L-threoninate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl L-threoninate hydrochloride(39994-75-7)
• EPA Substance Registry System: Methyl L-threoninate hydrochloride(39994-75-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-37/39-26
• WGK Germany: 3
• F: 3-10-21
• Hazardous Substances Data: 39994-75-7(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

L-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).

InChI:InChI=1/C5H11NO3.ClH/c1-3(7)4(6)5(8)9-2;/h3-4,7H,6H2,1-2H3;1H/t3?,4-;/m0./s1

Upstream product

• 67-56-1 methanol 
• 72-19-5 L-threonine 
• 72-19-5 D-threonine 
• 1487-49-6 3-hydroxybutyric acid methyl ester 
• 72-19-5 DL-threonine 
• 28954-12-3 (2S,3S)-2-amino-3-hydroxybutanoic acid 
• 60143-52-4 DL-aThr*HCl 
• 72-19-5 rac-allo-threonine 
• 60143-52-4 DL-threonine hydrochloride 
• 72-19-5 L-threonine 
• 75-36-5 acetyl chloride 
• 3373-59-9 L-threonine methyl ester 
• 1447695-69-3 cycloforskamide 
• 60538-19-4 N-(tert-butoxycarbonyl)-l-threonine methyl ester 

Downstream Products

• 28415-16-9 methyl N-benzoyl (+/-)-threoninate 
• 17554-22-2 CBZ-Phe-Thr-OMe 
• 149198-47-0 tert-butyl (3R,4S)-2-oxo-4-phenyl-3-(triethylsilyloxy)azetidine-1-carboxylate 
• 1227373-38-7 Boc-Orn(Z)-Thr-OMe 
• 88494-53-5 N-Trifluormethyl-threonin-methylester 
• 79474-65-0 (2R,3R)-2-aminobutane-1,3-diol hydrochloride 
• 43188-65-4 methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate 
• 500220-28-0 Boc-L-phenylalanine-L-threonine methyl ester 
• 515-93-5 (2S,3R)-2-amino-1,3-butanediol 
• 57294-56-1 N-acetyl-(E)-α-aminocrotonic acid methyl ester 
• 41961-03-9 Cbz-Gly-L-Thr-OMe 
• 875011-74-8 (2S,3R)-2-[(2S,3R)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-3-hydroxy-butyric acid methyl ester 
• 23010-55-1 Boc-Lys(Z)-Thr-OMe 
• 716369-25-4 (2S)-(2-bromo-benzoylamino)-(3R)-hydroxy-butyric acid methyl ester 

Relevant articles and documents

Stereoselective cycloaddition of monosubstituted ketene to a methyl glyoxylate- and threonine-derived imine: Synthesis of optically pure β-lactamic α-amino ester with high functionality

The reaction of chloroacetyl chloride and triethylamine with a chiral imine derived from the combination of methyl glyoxylate and protected L-threonine gave two optically active α-amino acid derivatives with a cis-substituted β-lactam skeleton in a 72:28 ratio. The major product is obtained in 59% yield by simple crystallisation.

NOVEL COMPOUNDS AND THEIR USE

The present invention provides compounds of the general formula (I) or a pharmaceutically acceptable prodrugs, salts and/or solvates thereof, wherein LHS is selected from the group consisting of LHSa and LHSb And wherein, the asterisk (*) marks the point of attachment; These compounds exhibit antibacterial activity against Gram-negative and Gram-positive bacteria, especially S. aureus, E. coli, K. pneumoniae and A. baumannii. Pharmaceutical compositions containing these compounds, therapeutic uses thereof and methods for manufacturing the same are also provided.

A Novel N-Substituted Valine Derivative with Unique Peroxisome Proliferator-Activated Receptor γbinding Properties and Biological Activities

A proprietary library of novel N-Aryl-substituted amino acid derivatives bearing a hydroxamate head group allowed the identification of compound 3a that possesses weak proadipogenic and peroxisome proliferator-Activated receptor γ(PPARI) activating properties. The systematic optimization of 3a, in order to improve its PPARγagonist activity, led to the synthesis of compound 7j (N-Aryl-substituted valine derivative) that possesses dual PPARI/PPARα agonistic activity. Structural and kinetic analyses reveal that 7j occupies the typical ligand binding domain of the PPARγagonists with, however, a unique high-Affinity binding mode. Furthermore, 7j is highly effective in preventing cyclin-dependent kinase 5-mediated phosphorylation of PPARγserine 273. Although less proadipogenic than rosiglitazone, 7j significantly increases adipocyte insulin-stimulated glucose uptake and efficiently promotes white-To-brown adipocyte conversion. In addition, 7j prevents oleic acid-induced lipid accumulation in hepatoma cells. The unique biochemical properties and biological activities of compound 7j suggest that it would be a promising candidate for the development of compounds to reduce insulin resistance, obesity, and nonalcoholic fatty liver disease.