133773-64-5

Basic information

• Product Name: (RS)-N-(benzyloxycarbonyl)-2-amino-4-pentenoic acid
• Synonyms: (RS)-N-(benzyloxycarbonyl)-2-amino-4-pentenoic acid
• CAS NO: 133773-64-5
• Molecular Weight: 249.266
• Mol File: 133773-64-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (RS)-N-(benzyloxycarbonyl)-2-amino-4-pentenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-N-(benzyloxycarbonyl)-2-amino-4-pentenoic acid(133773-64-5)
• EPA Substance Registry System: (RS)-N-(benzyloxycarbonyl)-2-amino-4-pentenoic acid(133773-64-5)

Safety Data

• Hazardous Substances Data: 133773-64-5(Hazardous Substances Data)

Usage

General Description

(RS)-N-(benzyloxycarbonyl)-2-amino-4-pentenoic acid is a chemical compound with the molecular formula C15H17NO5. It is commonly used as a protecting group for the amino acid serine, where the benzyloxycarbonyl group temporarily shields the reactive functional groups of the serine molecule during chemical reactions. (RS)-N-(benzyloxycarbonyl)-2-amino-4-pentenoic acid is often utilized in organic synthesis and peptide chemistry. It has a wide range of applications in the pharmaceutical and biotechnology industries, particularly in the development of new drugs and biologically active compounds. Additionally, it is important in the study of protein structure and function, as well as in the development of new materials.

Upstream product

• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 127862-74-2 2-Benzyloxycarbonylamino-pent-4-enoic acid 2,2,2-trifluoro-ethyl ester 
• 149117-84-0 ethyl 2-(((benzyloxy)carbonyl)amino)pent-4-enoate 
• 108412-04-0 α-allylglycine hydrochloride 
• 501-53-1 benzyl chloroformate 
• 96921-56-1 Allyl N-(benzyloxycarbonyl)glycinate 
• 1069-48-3 rac-allylglycine 

Downstream Products

• 1617532-23-6 benzyl 1-benzyl-6-chloro-2-oxo-2,3,4,7-tetrahydro-1H-azepin-3-ylcarbamate 
• 1617532-17-8 benzyl 1-(benzyl(2-chloroallyl)amino)-1-oxopent-4-en-2-ylcarbamate 
• 406673-07-2 benzyl (1-(methoxy(methyl)amino)-1-oxopent-4-en-2-yl)carbamate 

Relevant articles and documents

Synthesis and selective N,O-functionalization of pyrazolone-fused 3-aminoazepinones

A new class of pyrazolone-fused 3-amino-1,3,4,7-tetrahydro-2H-azepin-2-ones was synthesized from azepane-based α,β-unsaturated esters. The latter compounds were obtained efficiently from 2-Cbz-amino-N-(2-bromoallyl)-4-pentenamide derivatives through initi

Modified N-acyl-homoserine lactones as chemical probes for the elucidation of plant-microbe interactions

Gram-negative bacteria often use N-acyl-homoserine lactones (AHLs) as signal molecules to monitor their local population densities and to regulate gene-expression in a process called "Quorum Sensing" (QS). This cell-to-cell communication allows bacteria to adapt to environmental changes and to behave as multicellular communities. QS plays a key role in both bacterial virulence towards the host and symbiotic interactions with other organisms. Plants also perceive AHLs and respond to them with changes in gene expression or modifications in development. Herein, we report the synthesis of new AHL-derivatives for the investigation and identification of AHL-interacting proteins. We show that our new compounds are still recognised by different bacteria and that a novel biotin-tagged-AHL derivative interacts with a bacterial AHL receptor.

Resolution of non-proteinogenic amino acids via microbial lipase-catalyzed enantioselective transesterification

A number of non-proteinogenic amino acids bearing aliphatic side chains were resolved with moderate to good enantioselectivities (E = 15-42) through the Burkholderia cepacia lipase-catalyzed enantioselective transesterification of the 2,2,2-trifluoroethyl esters of their N-benzyloxycarbonyl derivatives with methanol as a nucleophile in diisopropyl ether.