Synthesis of [15N]t-butylamine hydrochloride

Yingdan Zhang; Chaojie Lin; Zhan Li; Liqiong Qin; Hongliang Wen

doi:10.1002/jlcr.1747

Synthesis of [¹⁵N]t-butylamine hydrochloride

Yingdan Zhang, Chaojie Lin, Zhan Li, Liqiong Qin, Hongliang Wen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

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

3 Citations (Scopus)

Abstract

This report presents an efficient synthesis of [¹⁵N]t-butylamine hydrochloride. Acylation of [¹⁵N]ammonia with pivaloyl chloride provided [¹⁵N]pivalamide, this was converted to benzyl [ ¹⁵N]N-t-butylcarbamate through a Hofmann rearrangement. Hydrogenolysis of benzyl [¹⁵N]N-t-butylcarbamate and acidification afforded [¹⁵N]t-butylamine hydrochloride in an overall yield of 79.2% in four steps.

Original language	English
Pages (from-to)	183-185
Number of pages	3
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	53
Issue number	4
DOIs	https://doi.org/10.1002/jlcr.1747
Publication status	Published - Apr 2010

Keywords

Hofmann rearrangement
N-labelling synthesis
[N]t-butylamine hydrochloride

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10.1002/jlcr.1747

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title = "Synthesis of [15N]t-butylamine hydrochloride",

abstract = "This report presents an efficient synthesis of [15N]t-butylamine hydrochloride. Acylation of [15N]ammonia with pivaloyl chloride provided [15N]pivalamide, this was converted to benzyl [ 15N]N-t-butylcarbamate through a Hofmann rearrangement. Hydrogenolysis of benzyl [15N]N-t-butylcarbamate and acidification afforded [15N]t-butylamine hydrochloride in an overall yield of 79.2% in four steps.",

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author = "Yingdan Zhang and Chaojie Lin and Zhan Li and Liqiong Qin and Hongliang Wen",

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doi = "10.1002/jlcr.1747",

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journal = "Journal of Labelled Compounds and Radiopharmaceuticals",

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T1 - Synthesis of [15N]t-butylamine hydrochloride

AU - Zhang, Yingdan

AU - Lin, Chaojie

AU - Li, Zhan

AU - Qin, Liqiong

AU - Wen, Hongliang

PY - 2010/4

Y1 - 2010/4

N2 - This report presents an efficient synthesis of [15N]t-butylamine hydrochloride. Acylation of [15N]ammonia with pivaloyl chloride provided [15N]pivalamide, this was converted to benzyl [ 15N]N-t-butylcarbamate through a Hofmann rearrangement. Hydrogenolysis of benzyl [15N]N-t-butylcarbamate and acidification afforded [15N]t-butylamine hydrochloride in an overall yield of 79.2% in four steps.

AB - This report presents an efficient synthesis of [15N]t-butylamine hydrochloride. Acylation of [15N]ammonia with pivaloyl chloride provided [15N]pivalamide, this was converted to benzyl [ 15N]N-t-butylcarbamate through a Hofmann rearrangement. Hydrogenolysis of benzyl [15N]N-t-butylcarbamate and acidification afforded [15N]t-butylamine hydrochloride in an overall yield of 79.2% in four steps.

KW - Hofmann rearrangement

KW - N-labelling synthesis

KW - [N]t-butylamine hydrochloride

UR - http://www.scopus.com/inward/record.url?scp=77951525116&partnerID=8YFLogxK

U2 - 10.1002/jlcr.1747

DO - 10.1002/jlcr.1747

M3 - Article

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SN - 0362-4803

VL - 53

SP - 183

EP - 185

JO - Journal of Labelled Compounds and Radiopharmaceuticals

JF - Journal of Labelled Compounds and Radiopharmaceuticals

IS - 4

ER -

Synthesis of [¹⁵N]t-butylamine hydrochloride

Abstract

Keywords

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