144599-95-1

Basic information

• Product Name: BOC-TRP(BOC)-OH
• Synonyms: N,N'-DI-(T-BUTYLOXYCARBONYL)-L-TRYPTOPHANE;N,N'-DI-TERT-BUTYLOXYCARBONYL-L-TRYPTOPHAN;N-ALPHA-T-BOC-N-IN-T-BOC-L-TRYPOPHAN;N-ALPHA-T-BUTYLOXYCARBONYL-N-IN-T-BUTOXYCARBONYL-L-TRYPTOPHAN;BOC-TRYPTOPHAN(BOC)-OH;BOC-TRP(BOC)-OH;BOC-L-TRP(BOC)-OH;BOC-N-IN-BOC-L-TRYPTOPHAN
• CAS NO: 144599-95-1
• Molecular Formula: C21H28N2O6
• Molecular Weight: 404.46
• Product Categories: Tryptophan [Trp, W];Boc-Amino Acids and Derivative
• Mol File: 144599-95-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.202 g/cm³
• Storage Temp.: -20°C
• Solubility: Soluble in dimethylformamide (1 mmole in 2 ml).
• CAS DataBase Reference: BOC-TRP(BOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-TRP(BOC)-OH(144599-95-1)
• EPA Substance Registry System: BOC-TRP(BOC)-OH(144599-95-1)

Safety Data

• Hazardous Substances Data: 144599-95-1(Hazardous Substances Data)

Usage

Description

BOC-TRP(BOC)-OH, also known as N-Boc-1-Boc-L-tryptophan, is a chemical compound that serves as an intermediate in pharmaceutical and chemical research. It is characterized by its two BOC (tert-butoxycarbonyl) protecting groups, which play a crucial role in protecting the tryptophan molecule during various chemical reactions.

Uses

BOC-TRP(BOC)-OH is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs and compounds. The expression is: BOC-TRP(BOC)-OH is used as a chemical intermediate for the synthesis of pharmaceutical compounds.
Used in Pharmaceutical Research:
BOC-TRP(BOC)-OH is used as a key building block in the development of new drugs and therapeutic agents. Its application in this field is due to its ability to be incorporated into complex molecular structures, which can then be further modified and optimized for specific medical applications.
Used in Chemical Research:
In the field of chemical research, BOC-TRP(BOC)-OH is utilized as a versatile starting material for the synthesis of a wide range of chemical compounds. Its use in this industry is attributed to the protective nature of the BOC groups, which allow for selective reactions and the formation of diverse chemical products.

Upstream product

• 689232-06-2 tert-Butyl 3-(2-((tert-Butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)-1H-indole-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 5619-09-0 methyl tryptophanate hydrochloride 

Downstream Products

• 198632-67-6 (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionic acid methyl ester 
• 82597-82-8 cyclo(L-tryptophyl-L-phenylalanyl) 
• 918902-48-4 Boc-Trp(Boc)-Phe-OMe 
• 1588517-15-0 tert-butyl 3-(2-((tert-butoxycarbonyl)amino)-2-(4-cyanophenyl)ethyl)-1H-indole-1-carboxylate 
• 88831-09-8 L-Tryptophan-L-arginine 

Relevant articles and documents

Mild and selective deprotection of carbamates with Bu4NF

A new mild method allowing the removal of carbamates using TBAF in THF is reported. Reactions were performed on indole, indoline, N-methyl aniline, aniline and tryptamine derivatives. The observed selectivity according to the carbamates or the substrates is discussed. A mechanism is postulated. Graphical Abstract