79479-07-5

Basic information

• Product Name: Methyl N-(tert-butoxycarbonyl)-L-threoninate
• Synonyms: N-(TERT-BUTOXYCARBONYL)-L-THREONINE MET&;N-BOC-L-threonine methylester;(2S,3R)-methyl 2-(tert-butoxycarbonylamino)-3-hydroxybutanoate;(2S, 3S)-2-Tert-butoxycarbonylaMino-3-hydroxy-butyric acid Methyl ester Boc-Thr-OMe;Boc-L-Thr-OMe;Boc-L-threonine methyl ester≥ 98% (HPLC);(Tert-Butoxy)Carbonyl Thr-OMe;N-Boc-L-threonine methyl ester, 97.5%
• CAS NO: 79479-07-5
• Molecular Formula: C₁₀H₁₉NO₅
• Molecular Weight: 233.26156
• Product Categories: Amino Acid Derivatives;Peptide Synthesis;Threonine
• Mol File: 79479-07-5.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 206 °C(lit.)
• Flash Point: 172oC
• Appearance: Yellow/Viscous Liquid
• Density: 1.123g/cm3
• Vapor Pressure: 1.16E-06mmHg at 25°C
• Refractive Index: n20/D 1.45(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly), Dichloromethane (Sparingly), DMF (Sparingly), DMSO (Slig
• PKA: 11.00±0.46(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: Methyl N-(tert-butoxycarbonyl)-L-threoninate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl N-(tert-butoxycarbonyl)-L-threoninate(79479-07-5)
• EPA Substance Registry System: Methyl N-(tert-butoxycarbonyl)-L-threoninate(79479-07-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 79479-07-5(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow transparent oil

Uses

N-Boc-L-threonine methyl ester is used as pharmaceutical intermediates and chemical intermediate.

InChI:InChI=1/C10H19NO5/c1-6(12)7(8(13)15-5)11-9(14)16-10(2,3)4/h6-7,12H,1-5H3,(H,11,14)/t6-,7+/m1/s1

Upstream product

• 186581-53-3 diazomethane 
• 2592-18-9 Boc-Thr-OH 
• 2592-18-9 N-(t-Butyloxycarbonyl)-L-threonine 
• 39994-75-7 L-threonine methyl ester hydrochloride 
• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 
• 113525-85-2 methyl N-Boc-(4S,5R)-5-methyl-2-oxazolidinone-4-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 67-56-1 methanol 
• 72-19-5 L-threonine 
• 3373-59-9 L-threonine methyl ester 
• 137719-70-1 Boc-L-Thr(Bn)-OMe 
• 77-78-1 dimethyl sulfate 
• 83791-43-9 methyl (4S,5R)-5-methyl-2-carbonyloxazolidine-4-carboxylate 
• 74-88-4 methyl iodide 

Downstream Products

• 80082-48-0 t-butyloxycarbonyl-L-threonine amide 
• 108149-61-7 3-(tert-butyl) 4-methyl (4S,5R)-2,2,5-trimethyloxazolidine-3,4-dicarboxylate 
• 1221232-06-9 Cbz-N,O-dimethyltyrosine-N-Boc-threonine-OMe 
• 552888-37-6 N-(tert-butoxycarbonyl)-O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranosyl)-L-threonine methyl ester 
• 1449476-01-0 tert-butyl ((2S,3R)-1-((2-amino-4-bromophenyl)amino)-3-methoxy-1-oxobutan-2-yl)carbamate 
• 3373-59-9 L-threonine methyl ester 

Relevant articles and documents

Synthesis and Biological Evaluation of CF3Se-Substituted α-Amino Acid Derivatives

Several CF3Se-substituted α-amino acid derivatives, such as (R)-2-amino-3-((trifluoromethyl)selanyl)propanoates (5 a/6 a), (S)-2-amino-4-((trifluoromethyl)selanyl)butanoates (5 b/6 b), (2R,3R)-2-amino-3-((trifluoromethyl)selanyl)butanoates (5 c/6 c), (R)-2-((S)-2-amino-3-phenylpropanamido)-3-((trifluoromethyl)selanyl)propanoates (11 a/12 a), and (R)-2-(2-aminoacetamido)-3-((trifluoromethyl)selanyl)propanoates (11 b/12 b), were readily synthesized from natural amino acids and [Me4N][SeCF3]. The primary in vitro cytotoxicity assays revealed that compounds 6 a, 11 a and 12 a were more effective cell growth inhibitors than the other tested CF3Se-substituted derivatives towards MCF-7, HCT116, and SK-OV-3 cells, with their IC50 values being less than 10 μM for MCF-7 and HCT116 cells. This study indicated the potentials of CF3Se moiety as a pharmaceutically relevant group in the design and synthesis of novel biologically active molecules.

Synthesis method of aztreonam monocyclic mother nucleus

The invention discloses a synthesis method of an aztreonam monocyclic mother nucleus, and mainly relates to the technical field of pharmaceutical and chemical industry. The method comprises the stepsthat L-threonine is subjected to methyl esterification; terbutyloxycarbonyl anhydride is used for performing amino BOC protection; ammonia water is subjected to ammonolysis; under the catalysis of a solid basic catalyst, methyl-sulfuric-acyl reaction and sulfonation are performed; cyclization, deprotection and acidification are performed to obtain the aztreonam monocyclic mother nucleus. The raw materials are cheap and can be easily obtained; the yield is high; the cost is low; the synthesis method belongs to a green, energy-saving and environment-friendly practical technology.

Serine- and threonine-derived diamine equivalents for site-specific incorporation of platinum centers in peptides, and the anticancer potential of these conjugates

A modular strategy that allows introduction of one or more reactive platinum units at chosen locations along a peptide sequence is presented. This makes use of diazides generated from serine and threonine as diamine equivalents which can be conjugated to the peptide under standard coupling conditions. Reduction of these diazides using Pd/C and H2 followed by platination affords the final products in good yields. Following this, we prepared a new class of peptide-platinum conjugates and carried out preliminary cytotoxicity evaluation and DNA interaction studies. Inclusion of lysine residues in the sequence was found to improve DNA interaction and anticancer activities compared to analogous conjugates with hydrophobic side chains.