Synthesis of [C-14]-labelled glycidyl and glycerol ethers of aliphatic andaromatic alcohols.

Citation
Pa. Van Elburg et al., Synthesis of [C-14]-labelled glycidyl and glycerol ethers of aliphatic andaromatic alcohols., J LABEL C R, 43(2), 2000, pp. 147-167
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS
ISSN journal
03624803 → ACNP
Volume
43
Issue
2
Year of publication
2000
Pages
147 - 167
Database
ISI
SICI code
0362-4803(200002)43:2<147:SO[GAG>2.0.ZU;2-T
Abstract
The synthesis of [C-14]-labelled glycidyl ethers and the corresponding glyc erol ethers is described for the monofunctional compounds 1-dodecanol and o rtho-cresol and the bifunctional compounds 4,4'-dihydroxy-3,3',5,5'-tetrame thyl biphenyl and 1,6-hexanediol. The synthesis is based on reaction betwee n the alcohol and [U-C-14]-epichlorohydrin (1). The aromatic compounds have been converted to the corresponding glycidyl ethers by using sodium hydrox ide and the aliphatic compounds by using tin(IV) chloride as a catalyst. Th us radio-labelled glycidyl ethers were obtained in yields between 50-80%, w ith a chemical purity of > 92% and a radiochemical purity of > 95% by HPLC. The specific activities of the glycidyl ethers were approximately 0.2 mCi/ mmol for the monofunctional compounds and approximately 0.4 mCi/mmol for th e bifunctional compounds.