152299-07-5

Upstream product

• 85-44-9 phthalic anhydride 
• 128916-02-9 (S)-4-amino-2-N,N-dibenzylaminobutanol 
• 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 
• 152298-99-2 (S)-1-(3-N,N-dibenzylamino-5-tert-butyldimethylsilyloxy)butyl-N-phthalimide 
• 161531-12-0 (S)-1-(3-N,N-dibenzylamino-4-hydroxy)butylmethanesulfonate 
• 152298-86-7 (S)-1-(3-N,N-dibenzylamino-4-tert-butyldimethylsilyloxy)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 academic research and scientific papers

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.

2-Dibenzylaminobutane-1,4-diol: An Effective Chiral Building Block for the Synthesis of 1,2-Amino Alcohols

Regioselective activation and protection of the chiral building block 1, readly available from L-aspartic acid, leads to the key intermediate 8.Employing classical nucleophiles, heterocyclic anions or organocuprates, 8 could be transformed into the displa

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.