356534-61-7

Upstream product

• 870-46-2 t-butoxycarbonylhydrazine 
• 92846-89-4 N^β,N^β-bis(tert-butoxycarbonyl)-hydrazine 
• 356534-53-7 t-butyl carbazate triphenylphosphine bromide 
• 662148-62-1 N^α-acetyl-N^β,N^β-bis(tert-butyloxycarbonyl)hydrazine 
• 220294-77-9 N^β,N^β-[bis(tert-butoxycarbonyl)amino]phthalimide 
• 34387-89-8 N-(tert-butoxycarbonylamino)phthalimide 
• 75-36-5 acetyl chloride 
• 736919-89-4 C₂₄H₂₈N₂O₂P⁽¹⁺⁾ 
• 426840-14-4 N^α-acetyl-N^β,N^β-bis(tert-butyloxycarbonyl)-N^α-methylhydrazine 

Relevant academic research and scientific papers

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).

Very efficient one-pot conversion of N-aminophthalimide derivatives into the corresponding N-amino-di-tert-butyl imidodicarbonates

The phthaloyl group can be efficiently converted in very mild conditions into bis-tert-butyloxycarbonyl group using MeNH2, then Boc2O/DMAP, in a one-flask protocol.

Combination of tert-butoxycarbonyl and triphenylphosphonium protecting groups in the synthesis of substituted hydrazines

(matrix presented) A new reagent for the systematic synthesis of substituted hydrazines is reported. Unlike previously developed reagents, this one contains only two protecting groups, thus providing a faster approach to multisubstituted derivatives. The selective introduction of alkyl and acyl groups is illustrated by a few examples. Also a new fast method for the deprotection of the triphenylphosphonium group is presented.