Reduction of azides to primary amines in substrates bearing labile ester functionality. Synthesis of a PEG-solubilized, "Y"-shaped iminodiacetic acidreagent for preparation of folate-tethered drugs

Authors
Lee, JW Fuchs, PL
Citation
Jw. Lee et Pl. Fuchs, Reduction of azides to primary amines in substrates bearing labile ester functionality. Synthesis of a PEG-solubilized, "Y"-shaped iminodiacetic acidreagent for preparation of folate-tethered drugs, ORG LETT, 1(2), 1999, pp. 179-181
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
2
Year of publication
1999
Pages
179 - 181
Database
ISI
SICI code
1523-7060(19990729)1:2<179:ROATPA>2.0.ZU;2-F
Abstract
Anhydride 3 is a useful reagent for the synthesis of triply linked drug con jugates. Examples using paclitaxel are provided. Conversion of the azido mo iety to a primary amine in the presence of substrates bearing labile ester functionality requires the use of a tin/mercaptan reducing system which inc ludes methanol exchange equilibration to effect nitrogen-tin bond scission.