Stereocontrolled synthesis of DTPA analogs branched in the ethylene unit

CW Grote, DJ Kim, H Rapoport

Index: Grote, Christopher W.; Kim, Dong Jin; Rapoport, Henry Journal of Organic Chemistry, 1995 , vol. 60, # 21 p. 6987 - 6997

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Citation Number: 14

Abstract

Stereochemically controlled synthesis of diethylenetriaminepentaacetic acid (DTPA) analogues substituted on the ethylene backbones with methyl groups, the chiral center a to the terminal nitrogen being derived from (SI-or (R)-alanine, has been achieved. The key intermediate (5')-propylenediaminetriacetic acid triester was synthesized via selective detosylation of the alkylation product derived from (SI-alanine and tert-butyl glycinate. ...