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Phosphonic and Phosphinic Acid Analogs of Penicillamine
Author(s) -
Drauz Karlheinz,
Koban Hans Günter,
Martens Jürgen,
Schwarze Wolfgang
Publication year - 1985
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198519850303
Subject(s) - chemistry , penicillamine , hydrolysis , stereochemistry , medicinal chemistry , combinatorial chemistry , polymer chemistry , organic chemistry
Abstract Dialkyl phosphonates add in a 1,2 fashion to the C = N bond in 5,5‐dimethyl‐3‐thiozolines 2 to form dialkyl rac ‐(4‐thiazolidinyl)phosphonates 3a – e . Upon hydrolysis of 3a rac ‐(1‐amino‐2‐mercapto‐2‐methylpropyl)phosphonic acid ( 4a ), the phosphonic acid analog of penicillamine ( 1 ), is formed.