1992
DOI: 10.1055/s-1992-26301
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A Convenient Synthesis of (±)-2-Carboxy-4-(3-phosphonopropyl)piperazine (CPP)

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Cited by 12 publications
(3 citation statements)
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“…One of the most efficient routes found among the earlier endeavors to synthesize these compounds consists of treating α,β-dibromo propionates 220a or succinates 220b , either commercially available or prepared by addition of bromine to α,β-unsaturated precursors, with nitrogen nucleophiles (Scheme ). Following this approach, meso - and dl -2,3-diaminosuccinic acid derivatives 221 have been independently synthesized upon reaction with 2 equiv of benzylamine, and 2-carboxypiperazines 222 can be readily obtained when 1,2-ethylenediamine derivatives are used …”
Section: 23 From αβ-Unsaturated Alkenoates and Functionalized Alkanoatesmentioning
confidence: 99%
“…One of the most efficient routes found among the earlier endeavors to synthesize these compounds consists of treating α,β-dibromo propionates 220a or succinates 220b , either commercially available or prepared by addition of bromine to α,β-unsaturated precursors, with nitrogen nucleophiles (Scheme ). Following this approach, meso - and dl -2,3-diaminosuccinic acid derivatives 221 have been independently synthesized upon reaction with 2 equiv of benzylamine, and 2-carboxypiperazines 222 can be readily obtained when 1,2-ethylenediamine derivatives are used …”
Section: 23 From αβ-Unsaturated Alkenoates and Functionalized Alkanoatesmentioning
confidence: 99%
“…Following this approach meso, dl-2,3-diaminosuccinic acid derivatives [94] and 2-carboxypiperazines can be readily obtained [95]. However, when ammonia is used as the nucleophile, racemic methoxycarbonyl aziridines, readily resolved by enzymatic means, were produced.…”
Section: From Halo Alkanoatesmentioning
confidence: 99%
“…In addition, the derivatives of the morpholine and piperazine have received a growing interest because of their presence in a great number of structures of therapeutic agents having significant biological activities [16][17][18][19][20][21].…”
Section: Introductionmentioning
confidence: 99%