142634-65-9

Upstream product

• 936-47-0 5-phenyl-4,5-dihydro-1H-pyrazole 
• 14371-10-9 (E)-3-phenylpropenal 
• 140867-96-5 1-tert-butoxycarbonyl-4,5-dihydro-5-phenylpyrazole 
• 140867-97-6 (3R^*,5R^*)-1-tert-butoxycarbonyl-3,5-diphenylpyrazolidine 

Downstream Products

• 19293-52-8 racemic 1,3-diphenyl-1,3-propanediamine 
• 135614-40-3 (1R,3R)-1,3-Diphenyl-N,N'-bis-[1-phenyl-meth-(E)-ylidene]-propane-1,3-diamine 
• 135613-89-7 (1R^*,3R^*)-N,N'-dibenzyl-1,3-diphenyl-1,3-propanediamine 
• 140868-00-4 (1R^*,3R^*)-N,N'-dimethyl-1,3-diphenyl-1,3-propanediamine 
• 140868-01-5 (1R^*,3R^*)-N,N'-diethyl-1,3-diphenyl-1,3-propanediamine 
• 140867-98-7 (1R^*,3R^*)-N,N'-bisformyl-1,3-diphenyl-1,3-propanediamine 
• 140868-02-6 (1R^*,3R^*)-N,N'-bis(1-methylethyl)-1,3-diphenyl-1,3-propanediamine 
• 140867-99-8 (1R^*,3R^*)-N,N'-bisacetyl-1,3-diphenyl-1,3-propanediamine 
• 140868-03-7 (1R^*,3R^*)-N,N'-bis(2,2-dimethylpropyl)-1,3-diphenyl-1,3-propanediamine 
• 140888-99-9 (1R^*,3R^*)-N,N'-bis(2,4,6-trimethylphenylmethyl)-1,3-diphenyl-1,3-propanediamine 

Relevant academic research and scientific papers

A diastereoselective synthesis of (dl)-1,3-diphenyl-1,3-propanediamines

A large-scale and practical synthesis of (dl)-1,3-diphenyl-1,3-propanediamine (1) has been achieved by a highly diastereoselective phenylcerium dichloride addition to 1-tert-butoxycarbonyl-4,5-dihydro-5-phenylpyrazole (3). Alkylcerium addition reaction to the corresponding 5-alkyl substituted 1-Boc-4,5-dihydropyrazoles was less satisfactory mainly giving ring-cleaved products. Further elaboration of the diamine 1 to the N-substituted derivatives 8a-f bearing N-methyl, N-ethyl, N-isopropyl, N-neopentyl, N-benzyl, and N-mesitylmethyl groups is described.

Reactivity and Diastereoselectivity of Grignard Reagents towards the Hydrazone Functionality in Toluene Solvent

Grignard reagents, in toluene solvent, display a strongly increased reactivity toward the hydrazone functionality.With the chiral synthon 1, a highly diastereoselective addition occurs, through chelation control, whereas with pyrazolines 4 and 9 only the d,l diastereomer is formed, leading to a very short synthesis of 1,3-diphenyl-1,3-diaminopropane (11).