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

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
Externally published	Yes

Keywords

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

Access to Document

10.1002/jlcr.1747

Cite this

@article{ec2c5ecfd3994fe9ae1dc1b210741a81,

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.",

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",

year = "2010",

month = apr,

doi = "10.1002/jlcr.1747",

language = "English",

volume = "53",

pages = "183--185",

journal = "Journal of Labelled Compounds and Radiopharmaceuticals",

issn = "0362-4803",

publisher = "John Wiley and Sons Ltd",

number = "4",

}

TY - JOUR

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 - https://www.scopus.com/pages/publications/77951525116

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

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this