A Convenient Synthesis of trans-3’-Hydroxycotinine, a Major Nicotine Metabolite Found in the Urine of Tobacco Users

Dhimant Desai; Shantu Amin

doi:10.1021/tx00013a008

A Convenient Synthesis of trans-3’-Hydroxycotinine, a Major Nicotine Metabolite Found in the Urine of Tobacco Users

Dhimant Desai
, Shantu Amin

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

trans-3’-Hydroxycotinine is a major urinary metabolite of nicotine in smokers, but no straightforward method is available for its synthesis. A simple method was developed for preparation of trans-3’-hydroxycotinine from cotinine in two steps by using NaN[(CH₃)₃Si]₂ and dibenzyl peroxydicarbonate, followed by base-catalyzed hydrolysis.

Original language	English (US)
Pages (from-to)	47-48
Number of pages	2
Journal	Chemical research in toxicology
Volume	3
Issue number	1
DOIs	https://doi.org/10.1021/tx00013a008
State	Published - 1990

All Science Journal Classification (ASJC) codes

Toxicology

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10.1021/tx00013a008

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title = "A Convenient Synthesis of trans-3{\textquoteright}-Hydroxycotinine, a Major Nicotine Metabolite Found in the Urine of Tobacco Users",

abstract = "trans-3{\textquoteright}-Hydroxycotinine is a major urinary metabolite of nicotine in smokers, but no straightforward method is available for its synthesis. A simple method was developed for preparation of trans-3{\textquoteright}-hydroxycotinine from cotinine in two steps by using NaN[(CH3)3Si]2 and dibenzyl peroxydicarbonate, followed by base-catalyzed hydrolysis.",

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N2 - trans-3’-Hydroxycotinine is a major urinary metabolite of nicotine in smokers, but no straightforward method is available for its synthesis. A simple method was developed for preparation of trans-3’-hydroxycotinine from cotinine in two steps by using NaN[(CH3)3Si]2 and dibenzyl peroxydicarbonate, followed by base-catalyzed hydrolysis.

AB - trans-3’-Hydroxycotinine is a major urinary metabolite of nicotine in smokers, but no straightforward method is available for its synthesis. A simple method was developed for preparation of trans-3’-hydroxycotinine from cotinine in two steps by using NaN[(CH3)3Si]2 and dibenzyl peroxydicarbonate, followed by base-catalyzed hydrolysis.

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A Convenient Synthesis of trans-3’-Hydroxycotinine, a Major Nicotine Metabolite Found in the Urine of Tobacco Users

Abstract

All Science Journal Classification (ASJC) codes

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