203736-17-8

Basic information

• Product Name: N-Boc-5-hydroxytryptophan Methyl Ester
• Synonyms: N-Boc-5-hydroxytryptophan Methyl Ester
• CAS NO: 203736-17-8
• Molecular Formula: C₁₇H₂₂N₂O₅
• Molecular Weight: 334.36698
• Product Categories: Amino Acids & Derivatives, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 203736-17-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 555.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.262±0.06 g/cm3(Predicted)
• PKA: 10.02±0.40(Predicted)
• CAS DataBase Reference: N-Boc-5-hydroxytryptophan Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-5-hydroxytryptophan Methyl Ester(203736-17-8)
• EPA Substance Registry System: N-Boc-5-hydroxytryptophan Methyl Ester(203736-17-8)

Safety Data

• Hazardous Substances Data: 203736-17-8(Hazardous Substances Data)

Usage

Uses

N-Boc-5-hydroxytryptophan Methyl Ester, is an intermediate for the synthesis of 5-(2-Fluoroethoxy)-L-tryptophan (F489510). It can also be used for the preparation of a new series of 4-Aminopyridyl-based lead inhibitors targeting Trypanosoma cruzi CYP51 (TcCYP51).

Upstream product

• 67-56-1 methanol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 4350-09-8 L-5-HTP 
• 60971-91-7 5-hydroxy-DL-tryptophan methyl ester hydrochloride 
• 74-88-4 methyl iodide 
• 79812-02-5 2-amino-3-(5-hydroxy-1H-indol-3-yl)propionic acid methyl ester 
• 203736-19-0 (S)-2-[3-((S)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-ethyl)-1H-indol-5-yloxycarbonylamino]-3-triisopropylsilanyloxy-propionic acid benzyl ester 

Downstream Products

• 1219197-92-8 (S)-3-(5-(benzyloxy)-1H-indol-3-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid 
• 203736-19-0 (S)-2-[3-((S)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-ethyl)-1H-indol-5-yloxycarbonylamino]-3-triisopropylsilanyloxy-propionic acid benzyl ester 

Relevant articles and documents

NOVEL AGENTS TARGETING CYP51

The invention provides inhibitors of a sterol C14-demethylase, a new series of 4- aminopyridyl-based lead inhibitors targeting Trypanosoma cruzi CYP51 (TcCYP51) developed using structure-based drug design as well as structure -property relationship (SPR)

An enantioselective recyclable polystyrene-supported threonine-derived organocatalyst for aldol reactions

A series of primary amino acids covalently supported onto polystyrene through alkyne-azide cycloaddition reactions has been synthesized and evaluated as catalysts in asymmetric aldol reactions. A polymer-supported threonine behaves as an easily recyclable, highly reactive and stereoselective (up to 99% ee) catalyst in the aldol reaction of both cyclic and acyclic ketone donors with aromatic aldehydes in aqueous environments. While cyclic ketones react with anti diastereoselectivity, syn adducts are predominantly obtained with acyclic substrates. The heterogenized threonine catalyst has been used for the sequential synthesis of a small library of enantiopure aldol products.

Building addressable libraries: Amino acid derived fluorescent linkers

A new amino acid derived fluorescent linker for attaching molecules to the surface of a microelectrode array has been developed. Molecules to be monitored on an array are attached to the C-terminus of the linker, the N-terminus is then used to attach the linker to the array, and the side chain is used to synthesize a fluorescent tag. The fluorescent group is made with a one-step oxidative cycloaddition reaction starting from a hydroxyindole group. The linker is compatible with site-selective Cu(I)-chemistry on the array, it allows for quality control assessment of the array itself, and it is compatible with the electrochemical impedance experiments used to monitor binding events on the surface of the array.