135614-40-3

Basic information

• Product Name: (1R,3R)-1,3-Diphenyl-N,N'-bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine
• Synonyms: (1R,3R)-1,3-Diphenyl-N,N'-bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine
• CAS NO: 135614-40-3
• Molecular Weight: 402.539
• Mol File: 135614-40-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1R,3R)-1,3-Diphenyl-N,N'-bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3R)-1,3-Diphenyl-N,N'-bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine(135614-40-3)
• EPA Substance Registry System: (1R,3R)-1,3-Diphenyl-N,N'-bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine(135614-40-3)

Safety Data

• Hazardous Substances Data: 135614-40-3(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 19293-52-8 racemic 1,3-diphenyl-1,3-propanediamine 
• 140867-97-6 (3R^*,5R^*)-1-tert-butoxycarbonyl-3,5-diphenylpyrazolidine 
• 140867-96-5 1-tert-butoxycarbonyl-4,5-dihydro-5-phenylpyrazole 
• 142634-65-9 (3R,5R)-3,5-Diphenyl-pyrazolidine 
• 936-47-0 5-phenyl-4,5-dihydro-1H-pyrazole 
• 14371-10-9 (E)-3-phenylpropenal 
• 82631-94-5 (+/-)-1,3-diphenyltrimethylene bismethanesulphonate 
• 5381-86-2 (+/-)-(RS,RS)-1,3-diphenyl-1,3-propanediol 

Downstream Products

• 135613-89-7 (1R^*,3R^*)-N,N'-dibenzyl-1,3-diphenyl-1,3-propanediamine 

Relevant articles and documents

Synthesis of novel C2-symmetric ligands based on (R,R)- and (S,S)- diphenyl-1,3-propanediol

A range of novel C2-symmetric dioxygen and dinitrogen ligands can readily be obtained through the interconversion of the parent 1,3-diphenyl- 1,3-propanediol enantiomers which are, in turn, accessed in good yields via a Sharpless asymmetric epoxidative resolution.

Carbanion-Accelerated Claisen Rearrangements. 8. Phosphonamide Anion-Stabilizing Groups

The utility of various phosphonamide groups has been examined in the context of the carbanion-accelerated Claisen rearrangement (CACR).An extensive survey has identified the N,N'-dibenzyl-1,3,2-diazaphospholidine group 11 to be optimal in the ease of construction of the CACR precursors and the facility and stereoselectivity of the rearrangement.Using n-butyllithium as the base, the phosphonamides rearranged readily at -20 deg C with complete regioselectivity and in good yield (74-79percent).The phosphonates also showed a high level of diastereoselectivity (>95percent de) but the yield from the (Z)-2-butenyl precursor (anti product) was only 45percent.A chiral N,N'-dibenzyl-1,3,2-diazaphospholidine 12 derived from trans-1,2-cyclohexanediamine was examined.Although the CACR proceeded very cleanly (71-85percent) and with high internal selectivity (94percent de), the relative asymmetric induction was poor (16-20percent de).This was also the case for a chiral N,N'-dibenzyl-1,3,2-diazaphosphorinane 15 derived from (R,R)-1,3-diphenyl-1,3-propanediamine and N,N'-dibenzyl-1,3,2-diazaphosphepine 16 derived from 6,6'-dimethyl-2,2'-diaminobiphenyl.The characteristic features of the CACR were compared with the aryl sulfone and phosphonate versions.