2824-57-9

Basic information

• Product Name: AC-TRP-OME
• Synonyms: ACETYL-L-TRYPTOPHAN METHYL ESTER;AC-TRP-OME;AC-TRYPTOPHAN-OME;N-ALPHA-ACETYL-L-TRYPTOPHAN METHYL ESTER;N-acetyltryptophan methyl ester;Ac-L-Trp-OMe;N-alpha-Actetyl-L-tryptophane methyl ester;(S)-α-(Acetylamino)-1H-indole-3-propionic acid methyl ester
• CAS NO: 2824-57-9
• Molecular Formula: C₁₄H₁₆N₂O₃
• Molecular Weight: 260.29
• Product Categories: Amino Acids
• Mol File: 2824-57-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 152.5 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 512.1 °C at 760 mmHg
• Flash Point: 263.5 °C
• Appearance: Off-white to white/Powder
• Density: 1.236 g/cm³
• Vapor Pressure: 1.34E-10mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: Store at RT.
• PKA: 14.73±0.46(Predicted)
• CAS DataBase Reference: AC-TRP-OME(CAS DataBase Reference)
• NIST Chemistry Reference: AC-TRP-OME(2824-57-9)
• EPA Substance Registry System: AC-TRP-OME(2824-57-9)

Safety Data

• Hazardous Substances Data: 2824-57-9(Hazardous Substances Data)

Usage

Description

AC-TRP-OME, also known as Methyl (2S)-2-acetamido-3-(1H-indol-3-yl)propanoate, is a chemical compound with white to off-white powder properties. It is utilized in the synthesis of various chemical compounds and has potential applications in different industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
AC-TRP-OME is used as a key intermediate for the preparation of unsymmetric biaryl sulfides. This application is facilitated by its involvement in the iron-catalyzed regioselective thioarylation of electron-rich arenes with N-(arylthio)succinimides. The process allows for the creation of novel compounds with potential pharmaceutical applications, contributing to the development of new drugs and therapies.
Used in Chemical Synthesis:
AC-TRP-OME serves as a valuable building block in the synthesis of various organic compounds. Its unique structure and reactivity make it a versatile component in the creation of new molecules with potential applications in different fields, such as materials science, agrochemistry, and environmental science.

InChI:InChI=1/C14H16N2O3/c1-9(17)16-13(14(18)19-2)7-10-8-15-12-6-4-3-5-11(10)12/h3-6,8,13,15H,7H2,1-2H3,(H,16,17)

Upstream product

• 2717-75-1 N-benzoyl-L-tryptophan methyl ester 
• 830-03-5 4-nitrophenol acetate 
• 4299-70-1 D-Tryptophan methyl ester 
• 4299-70-1 L-tryptophan methyl ester 
• 2824-57-9 N-acetyltryptophan methyl ester 

Downstream Products

• 6367-17-5 N-acetyl-L-tryptophan methylamide 
• 2382-79-8 N^α-acetyl-L-tryptophan-amide 
• 6367-17-5 N^α-acetyl-D-tryptophan-methylamide 
• 2280-01-5 N-acetyl-D-tryptophan 
• 1218-34-4 N-AcTrp 
• 2824-57-9 AcTrpOMe 
• 1217265-45-6 methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate 
• 1217265-46-7 methyl (2S)-2-acetamido-3-[2-(4-methylphenyl)-1H-indol-3-yl]propanoate 
• 1217265-49-0 (S)-N-acetyl-2-(4-bromophenyl)tryptophan methyl ester 
• 1217265-47-8 (S)-N-acetyl-2-(3,4-dimethylphenyl)tryptophan methyl ester 
• 1217265-48-9 methyl (2S)-2-acetamido-3-[2-(4-methoxyphenyl)-1H-indol-3-yl]propanoate 
• 1217265-50-3 methyl (2S)-2-acetamido-3-{2-[4-(trifluoromethyl)phenyl]-1H-indol-3-yl}propanoate 
• 1217265-51-4 (S)-N-acetyl-2-(4-methoxycarbonylphenyl)tryptophan methyl ester 
• 464-72-2 tetraphenylethane-1,2-diol 

Relevant articles and documents

Pronase catalysed peptide syntheses

A mixture of proteases from Streptomyces griseus (pronase), displaying a very broad substrate tolerance in the hydrolysis of peptides, has been studied for the first time systematically regarding their substrate specificity in peptide synthesis. It is demonstrated that pronase can be employed successfully for the formation of dipeptides with yields up to 95%. Pronase has also been employed successfully as catalyst for the enzyme assisted synthesis of a hexapeptide.

A new method for the preparation of 3,4-dihydro- and 1,2,3,4-tetrahydro-β-carbolines

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