159141-33-0

Basic information

• Product Name: (S)-2-((R)-2-CHLOROPROPANAMIDO)-4-CARBAMOYLBUTANOIC ACID
• Synonyms: (S)-2-((R)-2-CHLOROPROPANAMIDO)-4-CARBAMOYLBUTANOIC ACID;(S)-5-AMino-2-((R)-2-chloropropanaMido)-5-oxopentanoic acid;N2-[(2R)-2-chloro-1-oxopropyl]-L-Glutamine;((R)-2-chloropropanoyl)-L-glutamine;D-2- - N - acyl -L- glutamine;(2S)-5-amino-2-[[(2R)-2-chloropropanoyl]amino]-5-oxopentanoic acid
• CAS NO: 159141-33-0
• Molecular Formula: C8H13ClN2O4
• Molecular Weight: 236.66
• Mol File: 159141-33-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 600.46 °C at 760 mmHg
• Flash Point: 316.947 °C
• Appearance: /
• Density: 1.359 g/cm³
• Storage Temp.: 2-8°C
• PKA: 3.09±0.10(Predicted)
• CAS DataBase Reference: (S)-2-((R)-2-CHLOROPROPANAMIDO)-4-CARBAMOYLBUTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-((R)-2-CHLOROPROPANAMIDO)-4-CARBAMOYLBUTANOIC ACID(159141-33-0)
• EPA Substance Registry System: (S)-2-((R)-2-CHLOROPROPANAMIDO)-4-CARBAMOYLBUTANOIC ACID(159141-33-0)

Safety Data

• Hazardous Substances Data: 159141-33-0(Hazardous Substances Data)

Usage

General Description

(S)-2-((R)-2-chloropropanamido)-4-carbamoylbutanoic acid is a chemical compound that consists of a chiral center and a carboxylic acid group. It is commonly used as an intermediate in the synthesis of pharmaceuticals and other complex organic molecules. (S)-2-((R)-2-CHLOROPROPANAMIDO)-4-CARBAMOYLBUTANOIC ACID has potential applications in drug development and medical research due to its ability to act as a building block for more complex molecules. Its unique structure and properties make it an important component in the field of organic chemistry, and it is often used as a starting material for the synthesis of various pharmaceutical compounds. Additionally, its chiral nature makes it an important tool for studying stereochemistry and asymmetric synthesis. Overall, (S)-2-((R)-2-chloropropanamido)-4-carbamoylbutanoic acid is a versatile and valuable compound in the field of organic chemistry and drug development.

Upstream product

• 70110-25-7 (R)-(-)-2-chloropropionyl chloride 
• 56-85-9 L-glutamine 

Downstream Products

• 39537-23-0 alanylglutamine 
• 39537-23-0 alanyl-glutamine 

Relevant articles and documents

Process research and development of L-alanyl-L-glutamine, a component of parenteral nutrition

A large-scale manufacturing method of L-alanyl-L-glutamine used for a component of parenteral nutrition has been studied. The method consisted of a reaction of D-2-chloro- or D-2-bromopropionic acid with thionyl chloride and Schotten-Baumann reaction with L-glutamine followed by ammonolysis reaction. The intermediate D-2-chloropropionyl-L-glutamine was found to be more stable than its bromo analogue. In the ammonolysis reaction, the former intermediate needed a higher reaction temperature, but the by-products produced had little effect on the quality of the final product. The structures of the by-products were conjectured mainly by mass spectrometry and they were removed by anion resin treatment and recrystallization.

Recovery of ammonia in the dipeptide manufacturing processes

An example of an improvement in recovering ammonia in a dipeptide manufacturing process is described. The synthetic method, which makes use of the ammonolysis reaction, has been studied and found to produce dipeptides of satisfactory quality in high yield on a large scale. However, the treatment of unreacted ammonia in the ammonolysis reaction caused a reduction in the productivity and increased the production cost during actual manufacture. Therefore, a method to recover the unreacted ammonia has been investigated through simulations and trial runs using model solutions. Consequently, the modified process provided an improvement in the productivity and cost savings. In addition, the recovered ammonia could possibly be used for recycling. It was verified in a lab experiment that the reused ammonia did not lower the quality of the dipeptide.