439916-75-3

Upstream product

• 85-44-9 phthalic anhydride 
• 5680-83-1 N-(benzyloxycarbonyl)glycine hydrazide 

Downstream Products

• 439916-81-1 (R)-2-[(2-Benzyloxycarbonylamino-acetyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-propionic acid methyl ester 
• 439916-83-3 (R)-2-[(2-Benzyloxycarbonylamino-acetyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-3-methyl-butyric acid benzyl ester 
• 662148-81-4 N'-(benzyloxycarbonyl)-N^α-methyl-N^β-(phthaloyl)glycinehydrazide 
• 439916-97-9 C₃₇H₅₁N₃O₁₁ 
• 439916-95-7 C₂₉H₄₃N₃O₁₁ 
• 439916-93-5 C₂₈H₄₁N₃O₁₁ 
• 662148-72-3 N^α-benzyl-N'-(benzyloxycarbonyl)-N^β,N^β-bis(tert-butyloxycarbonyl)glycinehydrazide 
• 439916-79-7 [(2-Benzyloxycarbonylamino-acetyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester 

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.

Preparation of Multiply Protected Alkylhydrazine Derivatives by Mitsunobu and PTC Approaches

Alkylation reactions of hydrazine derivatives by Mitsunobu or PTC approaches are described. It has been shown that aminophthalimide derivatives are better acidic partners than their aminoimidodicarbonate (NBoc2) analogues, the presence of the phthaloyl group increasing the acidity of the sole proton and concomitantly reducing steric hindrance. Moreover, N-aminophthalimide derivatives can be efficiently converted into the corresponding N-amino-imidodicarbonates by a three-stage, one-flask procedure under very mild conditions. These procedures can also be efficiently used for the preparation of orthogonally Nα,Nβ -diprotected α-hydrazino esters. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).