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^*

^*此作品的通讯作者

化学与化工学院

科研成果: 期刊稿件 › 文章 › 同行评审

3 引用（Scopus）

摘要

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.

源语言	英语
页（从-至）	183-185
页数	3
期刊	Journal of Labelled Compounds and Radiopharmaceuticals
卷	53
期	4
DOI	https://doi.org/10.1002/jlcr.1747
出版状态	已出版 - 4月 2010

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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.",

keywords = "Hofmann rearrangement, N-labelling synthesis, [N]t-butylamine hydrochloride",

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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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

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U2 - 10.1002/jlcr.1747

DO - 10.1002/jlcr.1747

M3 - Article

AN - SCOPUS:77951525116

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

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Synthesis of [¹⁵N]t-butylamine hydrochloride