The synthesis of phosphonic acids derived from homocysteine via transesterification reactions

0376577 - ÚOCHB 2013 RIV US eng J - Článek v odborném periodiku
Pícha, Jan - Buděšínský, Miloš - Fiedler, Pavel - Jiráček, Jiří
The synthesis of phosphonic acids derived from homocysteine via transesterification reactions.
Arkivoc. -, č. 4 (2012), s. 80-99. ISSN 1551-7004. E-ISSN 1551-7012
Grant CEP: GA ČR(CZ) GAP207/10/1277; GA ČR GA203/09/1919
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: phosphonohomocysteine * aminophosphonic acids
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 1.057, rok: 2012

An efficient methodology for the synthesis of S-substituted derivatives of phosphonohomocysteine has been developed. It starts from the corresponding thiols and is based on a synthetic sequence consisting of (i) the Kabachnik-Fields reaction, (ii) the transesterification of the diphenylphosphoryl moiety and (iii) the acidic deprotection of the phosphoryl and amino groups. The proposed synthetic procedures describing syntheses of phosphonohomocysteine precursors with di-tert-butylphosphoryl and tert-butyloxycarbonylamino groups could be useful for the preparation of novel S-substituted phosphonohomocysteine derivatives.
Trvalý link: http://hdl.handle.net/11104/0208941