189574-20-7

Upstream product

• 100-46-9 benzylamine 
• 88797-37-9 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxyl dichloride 
• 59779-75-8 diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 

Downstream Products

• 679399-14-5 N,N'-(((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(1-phenylmethanamine) 
• 679399-17-8 (3aS,10S,11S,17aS)-5,16-dibenzyl-10,11-bis(benzyloxymethyl)-2,2-dimethylperhydro[1,3]dioxolo[4,5-j][1,4,8,13]dioxadiazacyclohexadecane-7,14-diol 
• 679399-19-0 (2S,3S,10S,11S)-8,13-dibenzyl-2,3-bis(benzyloxymethyl)-1,4-dioxa-8,13-diazacyclohexadecane-6,10,11,15-tetraol 
• 862098-04-2 (9S,13S)-7,15-dibenzyl-11,11-dimethyl-2,10,12,20-tetraoxa-7,15-diaza-tricyclo[19.3.1.0^9,13]-pentacosa-1⁽²⁴⁾,21⁽²⁵⁾,22-triene-23-carboxylic acid methyl ester 
• 862098-01-9 (4S,5S)-benzyl(5-{[benzyl(2-methylallyl)amino]methyl}-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)(2-methylallyl)amine 

Relevant academic research and scientific papers

Efficient synthetic method for L-tartaramides by aminolysis of reactive 2,3-O-isopropylidene-L-tartaryl chloride

The reactive 2,3-O-isopropylidene L-tartaryl chloride 4 was firstly synthesized from L-(+)-tartaric acid. Various chiral 2,3-O-isopropylidene-L-tartaramides 5 were prepared by aminolysis of the reactive L-tartaryl chloride 4 with primary and secondary ami

Carbonylation of functionalized diamine diols to cyclic ureas: Application to derivatives of DMP 450

Synthesis of the cyclic urea core structure of the HIV protease inhibitor DMP 450 has been achieved via W(CO)6/I2-catalyzed carbonylation of diamine intermediates. Carbonylations of related functionalized diamines to derivatives of the DMP 450 core structure were also examined. Selected diamine diol substrates could be converted to the cyclic urea core structure by catalytic carbonylation without protection of the diol functionality.

Fluorescence screening of tartaric acid-derived azamacrocycles synthesized via sequential hydroformylation/reductive amination as potential ligands for asymmetric catalysis

Azamacrocycles containing a tartaric acid-derived unit and aryl units were synthesized via rhodium-catalyzed hydroformylation while the subsequent reductive amination was carried out in a tandem or stepwise fashion. Upon fluorescence emission experiments,

Synthesis of chiral aza crown ethers having exocyclic hydroxy groups and their use in asymmetric reduction of ketones with sodium tetrahydridoborate

New chiral diaza crown ethers with exocyclic hydroxy groups were synthesized by reactions of (2S,3S)-1,4-dibenzyloxy-2,3-bis(2-oxiranylmethoxy) butane with N,N′-dibenzyl-1,2-ethanediamine and (4S,5S)-4,5- bis(benzylaminomethyl)-2,2-dimethyl-1,3-dioxolane. Catalytic debenzylation of the products gave the corresponding derivatives having secondary amino groups. The obtained diaza crown ethers, as well as some known crown ethers, were used as asymmetric catalysts in the reduction of pinacolone and acetophenone with sodium tetrahydridoborate in methylene chloride. Depending on the catalyst structure, the optical yield of the reduction products ranged from 5 to 90%.