116393-72-7

Basic information

• Product Name: L-Aspartic acid, N-(triphenylmethyl)-, dimethyl ester
• CAS NO: 116393-72-7
• Molecular Formula: C25H25NO4
• Molecular Weight: 403.478
• Mol File: 116393-72-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: L-Aspartic acid, N-(triphenylmethyl)-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Aspartic acid, N-(triphenylmethyl)-, dimethyl ester(116393-72-7)
• EPA Substance Registry System: L-Aspartic acid, N-(triphenylmethyl)-, dimethyl ester(116393-72-7)

Safety Data

• Hazardous Substances Data: 116393-72-7(Hazardous Substances Data)

Upstream product

• 32213-95-9 dimethyl L-aspartate hydrochloride 
• 76-83-5 trityl chloride 
• 6384-18-5 L-Aspartic acid dimethyl ester 
• 32213-95-9 DL-aspartic acid dimethyl ester hydrochloride 

Downstream Products

• 1071502-95-8 dimethyl (2S,3S)-N-tritylamino-β-3-fluorobenzyl aspartate 
• 1071502-96-9 dimethyl (2S,3R)-N-tritylamino-β-3-fluorobenzyl aspartate 
• 1071502-99-2 dimethyl (2S,3S)-N-tritylamino-β-3-nitrobenzyl aspartate 
• 1410775-90-4 methyl (2S,5E)-2-(tritylamino)-4-oxonon-5-enoate 
• 1410775-93-7 methyl (2S,5E)-2-(tritylamino)-6-(4-nitrophenyl)-4-oxohex-5-enoate 

Relevant articles and documents

β-Sulfonamido Functionalized Aspartate Analogues as Excitatory Amino Acid Transporter Inhibitors: Distinct Subtype Selectivity Profiles Arising from Subtle Structural Differences

In this study inspired by previous work on 3-substituted Asp analogues, we designed and synthesized a total of 32 β-sulfonamide Asp analogues and characterized their pharmacological properties at the excitatory amino acid transporter subtypes EAAT1, EAAT2, and EAAT3. In addition to several potent EAAT inhibitors displaying IC50 values ～1 μM at all three subtypes, this elaborate structure-activity relationship also identified analogues exhibiting distinct preferences or selectivities for specific transporter subtypes. Introduction of two fluorine atoms on the phenyl ring yielded analogue 4y that displayed an IC50 of 0.8 μM at EAAT1 with a 14- and 9-fold preference over EAAT2 and EAAT3, respectively. Conversely, the m-CF3-phenyl analogue 4r was a potent selective EAAT2-inhibitor (IC50 = 2.8 μM) exhibiting 30- and 50-fold selectivity over EAAT1 and EAAT3, respectively. In conclusion, even small structural differences in these β-sulfonamide Asp analogues provide analogues with diverse EAAT subtype selectivity profiles.

Compound and application thereof

The invention discloses a compound and application thereof. The compound is the compound shown in the formula (I) or a stereoisomer or a pharmaceutical acceptable salt or solvate or a prodrug of the compound shown in the formula (I). The compound can restrain tumor cell proliferation through the effect RRM2, and restrain tumor stem cell regeneration, thereby being effectively used for preparing medicine for preventing or treating proliferative diseases and particularly anti-cancer medicine.

Switching the stereochemical outcome of 6- endo - Trig cyclizations; Synthesis of 2,6- cis -6-substituted 4-oxopipecolic acids

A base-mediated 6-endo-trig cyclization of readily accessible enone-derived α-amino acids has been developed for the direct synthesis of novel 2,6-cis-6-substituted-4-oxo-l-pipecolic acids. A range of aliphatic and aryl side chains were tolerated by this mild procedure to give the target compounds in good overall yields. Molecular modeling of the 6-endo-trig cyclization allowed some insight as to how these compounds were formed, with the enolate intermediate generated via an equilibrium process, followed by irreversible tautomerization/neutralization providing the driving force for product formation. Stereoselective reduction and deprotection of the resulting 2,6-cis-6-substituted 4-oxo-l-pipecolic acids to the corresponding 4-hydroxy-l-pipecolic acids was also performed.