5934-88-3

Basic information

• Product Name: methyl N-(tert-butoxycarbonyl)tryptophylmethioninate
• CAS NO: 5934-88-3
• Molecular Formula: C₂₂H₃₁N₃O₅S
• Molecular Weight: 449.5636
• Mol File: 5934-88-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 694°C at 760 mmHg
• Flash Point: 373.5°C
• Density: 1.217g/cm³
• Vapor Pressure: 4.11E-19mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: methyl N-(tert-butoxycarbonyl)tryptophylmethioninate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-(tert-butoxycarbonyl)tryptophylmethioninate(5934-88-3)
• EPA Substance Registry System: methyl N-(tert-butoxycarbonyl)tryptophylmethioninate(5934-88-3)

Safety Data

• Hazardous Substances Data: 5934-88-3(Hazardous Substances Data)

Upstream product

• 10332-17-9 Met-OMe 
• 75243-97-9 (S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid 3-oxo-2-phenyl-3H-inden-1-yl ester 
• 2491-18-1 (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride 
• 13139-14-5 Boc-Trp-OH 
• 93605-54-0 (S)-methyl 2-(1H-imidazole-1-carboxamido)-4-(methylthio)butanoate 

Relevant articles and documents

Photochemical Chemoselective Alkylation of Tryptophan-Containing Peptides

We report a photochemical method for the chemoselective radical functionalization of tryptophan (Trp)-containing peptides. The method exploits the photoactivity of an electron donor-acceptor complex generated between the tryptophan unit and pyridinium sal

Inverse peptide synthesis via activated α-aminoesters

A mild, practical, and simple procedure for peptide-bond formation is reported. Instead of activation of the carboxylic acid functionality, the reaction involves an unprecedented use of activated α-aminoesters. The method provides a straightforward entry to dipeptides and was effective when a sensitive cysteine residue was used, as no epimerization was detected in this case. The applicability of this method to iterative peptide synthesis was illustrated by the synthesis of a model tetrapeptide in the challenging reverse N→C direction. How to advance by going into reverse: In a mild and practical procedure for peptide-bond formation, free α-aminoesters were activated by treatment with N,N′-carbonyldiimidazole, instead of activating the carboxylic acid functionality (see scheme). The method provided a straightforward route to dipeptides, and its applicability to iterative peptide synthesis was illustrated by the synthesis of a tetrapeptide in the challenging reverse N→C direction.

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