Studies on urothion. Determination of the absolute configuration of the dephospho form B derived from urothion

Citation
A. Sakurai et al., Studies on urothion. Determination of the absolute configuration of the dephospho form B derived from urothion, HETEROCYCLE, 48(11), 1998, pp. 2361-2364
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
48
Issue
11
Year of publication
1998
Pages
2361 - 2364
Database
ISI
SICI code
0385-5414(19981101)48:11<2361:SOUDOT>2.0.ZU;2-C
Abstract
In order to determine the absolute configuration of urothion (4), the CD sp ectrum of the dephospho form B (3b) derived from 4 was compared with those of both enantiomers of the dephospho form B ((R)-3b and (S)-3b) which were prepared by asymmetric synthesis. R-Configuration was concluded for the sec ondary hydroxyl group on the side chain of 3b, as well as 4, which is the s ame configuration as that of molybdopterin (1). This supports the view that 4 might be a urinary metabolite of 1.