146645-63-8

Basic information

• Product Name: H-TRP(BOC)-OH
• Synonyms: H-TRP(BOC)-OH;N-IN-BOC-L-TRYPTOPHAN;N-INDOLE-T-BUTOXYCARBONYL-L-TRYPTOPHAN;(S)-2-amino-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)propanoic acid;1-Boc-D-tryptophan, 95%;N-Indole-T-Boc-L-tryptophan;1-[(1,1-Dimethylethoxy)carbonyl]-L-tryptophan;Trp(Boc)
• CAS NO: 146645-63-8
• Molecular Formula: C16H20N2O4
• Molecular Weight: 304.34
• EINECS: 604-533-5
• Product Categories: Amino Acids and Derivatives;Amino Acid Derivatives
• Mol File: 146645-63-8.mol

Chemical Properties

• Boiling Point: 476.718°C at 760 mmHg
• Flash Point: 242.11°C
• Appearance: /
• Density: 1.258g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: Store at 0°C
• PKA: 2.21±0.10(Predicted)
• CAS DataBase Reference: H-TRP(BOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-TRP(BOC)-OH(146645-63-8)
• EPA Substance Registry System: H-TRP(BOC)-OH(146645-63-8)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 146645-63-8(Hazardous Substances Data)

Usage

Chemical Properties

White to off white powder

InChI:InChI=1/C16H20N2O4/c1-16(2,3)22-15(21)18-9-10(8-12(17)14(19)20)11-6-4-5-7-13(11)18/h4-7,9,12H,8,17H2,1-3H3,(H,19,20)/t12-/m0/s1

Upstream product

• 143824-78-6 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester 
• 1604-49-5 methyl (2S)-3-(1H-indol-3-yl)-2-(trifluoroacetamido)propanoate 
• 2717-76-2 (S)-N-benzyloxycarbonyl-L-tryptophan methyl ester 
• 643751-42-2 N-carbobenzyloxy-1-tert-butoxycarbonyl-L-tryptophan methyl ester 
• 96238-70-9 1-tert-butoxycarbonyl-L-tryptophane methyl ester 
• 73-22-3 L-Tryptophan 
• 4299-70-1 L-tryptophan methyl ester 

Downstream Products

• 197632-75-0 1-[(1,1-dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-tryptophan 
• 552332-77-1 (2S)-2-amino-4-phenyl-N-{5-[(E)-2-pyridin-4-ylvinyl]pyridin-3-yl}butanamide 
• 143824-78-6 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester 
• 16765-79-0 1-phenyl-9H-pyrido[3,4-b]indole 

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.

Thermal cleavage of the Fmoc protection group

The Fmoc protection group is among the most commonly used protection groups for the amino function. A fast method for the thermal deavage of this protection group under base-free conditions without the need for dibenzofulvene scavengers is presented. The advantages of this method include straightforward testability by means of a simple high-temperature NMR experiment, usually high yields, and good selectivity towards the BOC protection group and t-butyl ethers.