2717-76-2

Basic information

• Product Name: Z-TRP-OME
• Synonyms: Z-TRP-OME;(S)-methyl 2-(benzyloxycarbonylamino)-3-(1H-indol-3-yl)propanoate;Cbz-L-Tryptophan-methyl ester;Z-L-tryptophan beta-Methyl ester;N-Carbobenzoxy-L-tryptophan methyl ester;Cbz-L-Trp-OMe
• CAS NO: 2717-76-2
• Molecular Formula: C₂₀H₂₀N₂O₄
• Molecular Weight: 352.38
• Product Categories: Z-Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 2717-76-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 579.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.269±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 10.95±0.46(Predicted)
• CAS DataBase Reference: Z-TRP-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-TRP-OME(2717-76-2)
• EPA Substance Registry System: Z-TRP-OME(2717-76-2)

Safety Data

• Hazardous Substances Data: 2717-76-2(Hazardous Substances Data)

Usage

General Description

Z-TRP-OME (Z-Tryptophan Methyl Ester) is a synthetic chemical compound that is used in laboratory research and chemical studies. It is a modified form of the amino acid tryptophan, with a methyl group added to the nitrogen of the indole ring. The modification alters the chemical and physical properties of tryptophan, which can be useful in studying its role in biological processes. Z-TRP-OME has been utilized in studies related to neurotransmitter receptors, peptide structure-activity relationships, and the synthesis of novel peptidomimetics. Its unique structure and properties make it valuable for investigating the function and interactions of tryptophan in various biological systems.

Upstream product

• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 501-53-1 benzyl chloroformate 
• 186581-53-3 diazomethane 
• 7432-21-5 N-carbobenzyloxy-L-tryptophane 
• 120-72-9 indole 
• 104597-98-0 (S)-2-methoxycarbonyl-1-benzyloxycarbonylaziridine 
• 1053208-94-8 N-carbobenzyloxy-2-iodo-L-tryptophan methyl ester 
• 74-88-4 methyl iodide 
• 73-22-3 L-Tryptophan 
• 67-56-1 methanol 
• 4299-70-1 L-tryptophan methyl ester 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 

Downstream Products

• 88901-68-2 1-benzyl 2-methyl (2s,3aR,8aR)-3a,8-bis(3-methyl-2-butenyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 88930-19-2 1-benzyl 2-methyl (2s,3as,8as)-3a,8-bis(3-methyl-2-butenyl)-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 73054-06-5 methyl N-carbobenzyloxy-β-oxotryptophanate 
• 61535-47-5 benzyl (S)-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate 
• 139091-30-8 (S)-benzyl (1-(indol-3-yl)-3-oxopropan-2-yl)carbamate 
• 4668-42-2 (S)-2-benzyloxycarbonylamino-succinic acid 1-methyl ester 
• 169687-64-3 (2S,3aR,8aR)-3,3a,8,8a-Tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 744203-12-1 methyl (2S,4RS)-2-benzyloxycarbonylamino-3-(2,3-dihydro-1H-indol-3-yl)propionate 
• 130812-46-3 N^α-benzyloxycarbonyl-DL-tryptophan-methyl ester 
• 689225-39-6 [1-hydroxymethyl-2-(1H-indol-3-yl)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 130680-69-2 Cbz-ΔTrp-OMe 
• 108431-24-9 (3S,5aS,10bR,11aS)-3-Benzyl-10b-hydroxy-2,3,6,10b,11,11a-hexahydro-5aH-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione 
• 643751-48-8 3a-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 643751-46-6 3a-hydroxy-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1-benzyl ester 8-tert-butyl ester 2-methyl ester 

Relevant articles and documents

Method for preparing pharmaceutical intermediate of tryptophan derivative

The synthesis method comprises the following steps: L - tryptophan derivatives are taken as starting materials, and esterification is carried out in sequence. The amidation, Boc protection, hydrolysis, amidation or sequential esterification, amidation, Boc protection, hydrogenation, hydrolysis, amidation yields a target product, a tryptophan derivative pharmaceutical intermediate. The preparation method has the advantages of cheap and easily available raw materials, environment friendliness, less process three wastes, accords with the idea of green pharmacy, mild reaction conditions, simple process, simple and convenient operation, high yield and purity and easy amplification and production.

Synthesis of tryptophans by Lewis acid promoted ring-opening of aziridine-2-carboxylates: Optimization of protecting group and Lewis acid

The preparation of tryptophan derivatives through the Lewis acid promoted substitution of aziridine carboxylates with indole was found to be accompanied by a ring-expansion reaction to generate an oxazolidinone byproduct. The ratio of tryptophan to oxazol

Orthogonal protecting groups in the synthesis of tryptophanyl- hexahydropyrroloindoles

The synthesis of various polycyclic systems containing aC 3a-Ni bond between a hexahydropyrrolo[2,3-b]indole and an indole tryptophan is described here. A series of experiments were performed to determine the best combination of five orthogonal protecting groups and the best reaction conditions for formation of said bond, which is a common feature among many recently discovered marine natural products.