(R)-2-((tert-Butoxycarbonyl)amino)-3-(5-chloro-1H-indol-3-yl)propanoic acid - Names and Identifiers
(R)-2-((tert-Butoxycarbonyl)amino)-3-(5-chloro-1H-indol-3-yl)propanoic acid - Physico-chemical Properties
Molecular Formula | C16H19ClN2O4
|
Molar Mass | 338.79 |
Density | 1.338±0.06 g/cm3(Predicted) |
Boling Point | 560.8±50.0 °C(Predicted) |
pKa | 3.82±0.10(Predicted) |
(R)-2-((tert-Butoxycarbonyl)amino)-3-(5-chloro-1H-indol-3-yl)propanoic acid - Introduction
BOC-5-chloro-D-tryptophan, full name N-(tert-butoxycarbonyl)-5-chloro-D-tryptophan, is an organic compound. Its properties and uses are as follows:
Nature:
BOC-5-chloro-D-tryptophan is a colorless solid with a high melting and boiling point. It often forms a clear solution when dissolved in an organic solvent. This compound is relatively stable to air and moisture, but decomposes at high temperatures.
Use:
BOC-5-chloro-D-tryptophan is commonly used in the synthesis of amino protecting reagents and amino acid derivatives in organic synthesis. It can effectively protect the amino functional group, play a protective role in the reaction, to prevent unnecessary side reactions. In addition, BOC-5-chloro-D-tryptophan is also commonly used in the synthesis of chiral compounds and prodrugs.
Method:
The method for preparing BOC-5-chloro-D-tryptophan is usually to react n-butyl butyrate with acetamidine to form acetamidine butyrate. The acetamidine ester is then subjected to a Sn2 substitution reaction with 5-chloro-D-tryptophan to produce BOC-5-chloro-D-tryptophan. Finally, the target product is purified by crystallization or column chromatography.
Safety Information:
BOC-5-chloro-D-tryptophan is a chemical that requires careful handling. Wear appropriate protective equipment such as gloves, goggles, and lab coats when operating. Avoid contact with skin and eyes to prevent irritation and injury. In addition, laboratory safety practices should be followed, and waste from the compound should be stored and disposed of properly.
Last Update:2024-04-09 21:00:56