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Synthesis of Labeled Isomers

✍ Scribed by Jean-Pierre Noel; Olivier Loreau

Publisher
John Wiley and Sons
Year
2004
Weight
48 KB
Volume
35
Category
Article
ISSN
0931-7597

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✦ Synopsis

Abstract

For Abstract see ChemInform Abstract in Full Text.

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Synthesis of tertiary 14C-labelled nonyl
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## Abstract The ring‐^14^C‐labelled __p__‐nonylphenol (NP) isomers 4(3′,5′‐dimethyl‐3′‐heptyl)‐phenol (__p__353NP), 4(3′,6′‐dimethyl‐3′‐heptyl)‐phenol (__p__363NP) and 4(2′,6′‐dimethyl‐2′‐heptyl)‐phenol (__p__262NP) were synthesized for application in metabolism and sorption studies. Friedel–Crafts

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Three major DDD isomers, O,P'-DDD, m,p'-DDD and p,p'-DDD, 14C-labelled in the para-chlorophenyl ring, have been synthesized. The DDD products were obtained in isotopic yields ranging fran 42% to 58% and were of high specific activities; 31 mCi/mmol (0,~'-DDD; m,p'-DDD) and 19,8 mCi/mmol (p,p'-DDD).

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A synthesis of dibucaine labeled with l"C in the heterocyclic ring is described. starting with isatin and acetic anh~dride-2-~"C as shown in Scheme I. Two deutero analogs, dibucaine-d2 and dibucaine-dg, were also synthesized by the reactions shown in Scheme 11. Dibucaine-dg was synthesized by conden