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

Description

Methyl N-(tert-butoxycarbonyl)-L-threoninate, also known as N-Boc-L-threonine methyl ester, is a chemical compound that serves as an intermediate in the synthesis of various pharmaceuticals and chemicals. It is characterized by the presence of a t-butoxycarbonyl (Boc) protecting group and a methyl ester functional group, which are commonly used in organic synthesis to protect amino and carboxylic acid groups, respectively.

Uses

Used in Pharmaceutical Industry:
Methyl N-(tert-butoxycarbonyl)-L-threoninate is used as a pharmaceutical intermediate for the synthesis of various drugs and therapeutic agents. The Boc protecting group allows for selective deprotection and functionalization of the amino group, enabling the incorporation of this compound into complex molecular structures.
Used in Chemical Industry:
Methyl N-(tert-butoxycarbonyl)-L-threoninate is also used as a chemical intermediate in the synthesis of various organic compounds and materials. The methyl ester group can be hydrolyzed or further functionalized, providing a versatile building block for the development of new chemical entities and materials with diverse applications.

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

• 67-56-1 methanol 
• 72-19-5 L-threonine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 39994-75-7 L-threonine methyl ester hydrochloride 
• 2592-18-9 Boc-Thr-OH 
• 137719-70-1 Boc-L-Thr(Bn)-OMe 
• 3373-59-9 L-threonine methyl ester 
• 77-78-1 dimethyl sulfate 
• 22038-72-8 methyldiazene 
• 83791-43-9 methyl (4S,5R)-5-methyl-2-carbonyloxazolidine-4-carboxylate 
• 74-88-4 methyl iodide 
• 113525-85-2 methyl N-Boc-(4S,5R)-5-methyl-2-oxazolidinone-4-carboxylate 
• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 

Downstream Products

• 1449476-01-0 tert-butyl ((2S,3R)-1-((2-amino-4-bromophenyl)amino)-3-methoxy-1-oxobutan-2-yl)carbamate 
• 99216-67-8 2-<<(tert-butoxy)carbonyl>amino>butane-1,3-diol 
• 39994-75-7 L-threonine methyl ester hydrochloride 
• 63658-16-2 (Z)-methyl 2-((tertbutoxycarbonyl)amino)but-2-enoate 
• 56776-41-1 (E)-2-N-(tert-butyloxycarbonyl)dehydroaminobutyric acid methyl ester 
• 56776-41-1 methyl 2-(N-(1,1-dimethylethoxy)methanamido)butenoate 
• 1027489-76-4 (2S,3R)-3-[Bis-(4-chloro-benzyloxy)-phosphanyloxy]-2-tert-butoxycarbonylamino-butyric acid 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.

Preparation method of O-methyl-threonine/tyrosine

The invention relates to a preparation method of O-methyl-threonine/tyrosine. The preparation method mainly overcomes the disadvantages of the existing method that a toxic reagent is volatile, the reagent is dangerous, the steps are long, the yield is low, and the like. The preparation method of the O-methyl-threonine/tyrosine comprises the following steps: N-t-butyloxycarboryl-threonine/tyrosineis catalyzed by sodium hydroxide and reacts with dimethyl sulfate to generate N-t-butyloxycarboryl-O-methyl-threonine/tyrosine, and then t-butyloxycarboryl is removed from the N-t-butyloxycarboryl-O-methyl-threonine/tyrosine through acid substances to obtain the product O-methyl-threonine/tyrosine. The product has important application in the fields of antibiotics and polypeptide drugs.