287728-93-2

Upstream product

• 85-44-9 phthalic anhydride 
• 17350-66-2 N-benzyloxycarbonylalaninehydrazid 

Downstream Products

• 439916-89-9 (R)-2-[((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-3-methyl-butyric acid benzyl ester 
• 1091604-19-1 C₂₄H₂₅N₃O₇ 
• 1091604-01-1 C₂₆H₂₉N₃O₇ 
• 1091604-00-0 C₂₄H₂₅N₃O₇ 
• 439917-00-7 C₃₃H₄₅N₃O₉ 
• 439916-98-0 C₂₄H₃₅N₃O₉ 
• 439916-99-1 C₂₅H₃₇N₃O₉ 
• 1026060-85-4 2-[N-(2-benzyloxycarbonylamino-propionyl)-N'-tert-butoxycarbonyl-hydrazino]-propionic acid methyl ester 
• 1091604-26-0 [N-(2-benzyloxycarbonylamino-propionyl)-N'-tert-butoxycarbonyl-hydrazino]-acetic acid methyl ester 
• 439916-87-7 (R)-2-[((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-propionic acid methyl ester 
• 439916-85-5 [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester 
• 287729-14-0 L-N'-benzyloxycarbonylalanine-N-benzylphthaloylhydrazide 
• 287729-13-9 L-N'-benzyloxycarbonylalanine-N-methylphthaloylhydrazide 

Relevant academic research and scientific papers

Original and efficient method for the preparation of N-aminoamide pseudodipeptides in high optical purity

N-Aminoamide pseudodipeptides ZAAΨ[CO-N(NPht)]-AAOR can be easily obtained via the Mitsunobu protocol by using α-hydroxyesters as alcohol partners and aminoacid phthaloyl hydrazide derivatives as acidic partners. The direct conversion of the phthaloyl group into tert-butyloxycarbonyl can be performed in a three-stage one-pot protocol.

New Synthesis of 1,1-Substituted Hydrazines by Alkylation of N-Acyl- or N-alkyloxycarbonylaminophthalimide Using the Mitsunobu Protocol

N-acyl- and N-alkoxycarbonylaminophthalimides are prepared using a convenient reaction and are efficiently used as acid partners in Mitsunobu reaction. This reaction allows them to be alkylated by primary, secondary or benzyl groups. Comparison of the reactivities and pKa values of these N-substituted aminophthalimides suggest that the success of the Mitsunobu reaction in this case seems to be governed more by steric than by electronic effects. A final dephthaloylation step results in an efficient method for the preparation of 1,1-substituted hydrazines.