152299-07-5

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-[(3S)-3-[bis(phenylmethyl)amino]-4-hydroxybutyl]-
• CAS NO: 152299-07-5
• Molecular Formula: C26H26N2O3
• Molecular Weight: 414.504
• Mol File: 152299-07-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-[(3S)-3-[bis(phenylmethyl)amino]-4-hydroxybutyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-[(3S)-3-[bis(phenylmethyl)amino]-4-hydroxybutyl]-(152299-07-5)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-[(3S)-3-[bis(phenylmethyl)amino]-4-hydroxybutyl]-(152299-07-5)

Safety Data

• Hazardous Substances Data: 152299-07-5(Hazardous Substances Data)

Upstream product

• 159497-65-1 N,N-dibenzylasparaginic acid dibenzyl ester 
• 137428-32-1 (2S)-2-[bis(phenylmethyl)amino]-1,4-butanediol 
• 1074-82-4 potassium phtalimide 
• 85-44-9 phthalic anhydride 
• 128916-02-9 (S)-4-amino-2-N,N-dibenzylaminobutanol 
• 152298-99-2 (S)-1-(3-N,N-dibenzylamino-5-tert-butyldimethylsilyloxy)butyl-N-phthalimide 
• 152298-86-7 (S)-1-(3-N,N-dibenzylamino-4-tert-butyldimethylsilyloxy)butylmethanesulfonate 
• 161531-12-0 (S)-1-(3-N,N-dibenzylamino-4-hydroxy)butylmethanesulfonate 

Downstream Products

• 562104-66-9 2-[(R)-4-Dibenzylamino-3-(4-phenyl-piperazin-1-yl)-butyl]-isoindole-1,3-dione 
• 562104-65-8 2-[(S)-3-Dibenzylamino-4-(4-phenyl-piperazin-1-yl)-butyl]-isoindole-1,3-dione 
• 562104-67-0 N³,N³-dibenzyl-4-(4-phenyl-piperazin-1-yl)-butane-1,3-diamine 

Relevant articles and documents

Cyclic amidines as benzamide bioisosteres: EPC synthesis and SAR studies leading to the selective dopamine D4 receptor agonist FAUC 312

Investigation of conformationally restricted benzamide bioisosteres led to the chiral phenyltetrahydropyrimidine derivative ent2a (FAUC 312) displaying strong and highly selective dopamine D4 receptor binding (Kihigh=1.5 nM). Mitogenesis experiments indicated 83% ligand efficacy when compared to the unselective agonist quinpirole. The target compounds of type 2 and 3 were synthesized in enantiopure form starting from asparagine.

PRACTICAL EPC SYNTHESIS OF 1,2- AND 1,3-AMINO ALCOHOLS

An efficient synthesis of enantiomerically pure 1,2- and 1,3-amino alcohols (4,10) through the key intermediates 2 and 8a,b, obtained from L-aspartic acid, is reported.Using 4d as an example it is shown that the products can serve as percursors for unusual amino aldehydes and nonproteinogenic amino acids.