215596-52-4

Basic information

• Product Name: (2S,4S)-3-((R)-2-Acetylamino-propionyl)-2-(4-chloro-3-nitro-phenyl)-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester
• Synonyms: (2S,4S)-3-((R)-2-Acetylamino-propionyl)-2-(4-chloro-3-nitro-phenyl)-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester
• CAS NO: 215596-52-4
• Molecular Weight: 468.894
• Mol File: 215596-52-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,4S)-3-((R)-2-Acetylamino-propionyl)-2-(4-chloro-3-nitro-phenyl)-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-3-((R)-2-Acetylamino-propionyl)-2-(4-chloro-3-nitro-phenyl)-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester(215596-52-4)
• EPA Substance Registry System: (2S,4S)-3-((R)-2-Acetylamino-propionyl)-2-(4-chloro-3-nitro-phenyl)-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester(215596-52-4)

Safety Data

• Hazardous Substances Data: 215596-52-4(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 189256-34-6 (2S,4S)-2-(4-Chloro-3-nitro-phenyl)-3-[(R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester 
• 16588-34-4 4-chloro-3-nitro-benzaldehyde 
• 189256-58-4 (S)-2-{[1-(4-Chloro-3-nitro-phenyl)-meth-(E)-ylidene]-amino}-succinamic acid tert-butyl ester 
• 25456-86-4 L-asparagine tert-butyl ester 
• 189256-48-2 (2S,4S)-3-((R)-2-Amino-propionyl)-2-(4-chloro-3-nitro-phenyl)-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester 

Relevant articles and documents

Dipeptide Surrogates Containing Asparagine-Derived Tetrahydropyrimidinones: Structure and Amide Rotomer Stereochemistry of a Proline Mimic

Novel dipeptide surrogates Fmoc-Xaa-(cyclo)Asn-OBut are prepared from asparagine, aromatic aldehydes, and Fmoc-protected amino acid chlorides. Previous studies have focused on basic approaches to key synthetic intermediates containing the (cyclo)Asn fragment for polypeptide preparation. The synthesis of these systems has now been extended to electron-rich aromatic aldehydes, exemplified by p-anisaldehyde. One-dimensional nuclear Overhauser effect experiments confirm the trans configuration around the central secondary amide bond and the boat conformation of the pyrimidinone ring. Variable-temperature NMR at 500 MHz was employed both to obtain thermodynamic data on the cis-trans amide bond interconversion barrier and to probe for the presence of hydrogen bonding. Single-crystal X-ray analysis of Ac-D-Ala-(cyclo)Asn-NHMe shows a high degree of structural similarity to a known proline-containing dipeptide.