Solid-phase synthesis of NH-1,2,3-triazoles using 4,4′- bismethoxybenzhydryl azide

Anders Emil O'Hanlon Cohrt; Sebastian Thordal Le Quement; Thomas Eiland Nielsen

doi:10.1055/s-0034-1378228

Solid-phase synthesis of NH-1,2,3-triazoles using 4,4′- bismethoxybenzhydryl azide

Anders Emil O'Hanlon Cohrt
, Sebastian Thordal Le Quement
, Thomas Eiland Nielsen

Department of Chemistry

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

Abstract

Readily available 4,4′-bismethoxybenzhydryl azide was found to be a useful building block for the synthesis of NH-1,2,3-triazoles through copper(I)-catalyzed cycloaddition reactions with solid-supported terminal alkynes, followed by acid-mediated deprotection. Peptide-containing NH-1,2,3-triazoles were obtained in good yield and excellent purity (typically >95%)

Original language	English
Journal	Synlett
Volume	25
Issue number	13
Pages (from-to)	1891-1895
ISSN	0936-5214
DOIs	https://doi.org/10.1055/s-0034-1378228
Publication status	Published - 2014

Keywords

Organic Chemistry
azide
click chemistry
cross-coupling
N H-1,2,3-triazoles
solid-phase synthesis
1,2,3 triazole derivative
4,4' bismethoxybenzhydryl azide
alkyne derivative
unclassified drug
article
chemical structure
cycloaddition
deprotection reaction
reaction analysis
solid phase synthesis
stoichiometry

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@article{31765bd2e0244bde997bd0446f5f8a3c,

title = "Solid-phase synthesis of NH-1,2,3-triazoles using 4,4′- bismethoxybenzhydryl azide",

abstract = "Readily available 4,4′-bismethoxybenzhydryl azide was found to be a useful building block for the synthesis of NH-1,2,3-triazoles through copper(I)-catalyzed cycloaddition reactions with solid-supported terminal alkynes, followed by acid-mediated deprotection. Peptide-containing NH-1,2,3-triazoles were obtained in good yield and excellent purity (typically >95\%)",

keywords = "Organic Chemistry, azide, click chemistry, cross-coupling, N H-1,2,3-triazoles, solid-phase synthesis, 1,2,3 triazole derivative, 4,4' bismethoxybenzhydryl azide, alkyne derivative, unclassified drug, article, chemical structure, cycloaddition, deprotection reaction, reaction analysis, solid phase synthesis, stoichiometry",

author = "Cohrt, \{Anders Emil O'Hanlon\} and \{Le Quement\}, \{Sebastian Thordal\} and Nielsen, \{Thomas Eiland\}",

year = "2014",

doi = "10.1055/s-0034-1378228",

language = "English",

volume = "25",

pages = "1891--1895",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "13",

}

TY - JOUR

T1 - Solid-phase synthesis of NH-1,2,3-triazoles using 4,4′- bismethoxybenzhydryl azide

AU - Cohrt, Anders Emil O'Hanlon

AU - Le Quement, Sebastian Thordal

AU - Nielsen, Thomas Eiland

PY - 2014

Y1 - 2014

N2 - Readily available 4,4′-bismethoxybenzhydryl azide was found to be a useful building block for the synthesis of NH-1,2,3-triazoles through copper(I)-catalyzed cycloaddition reactions with solid-supported terminal alkynes, followed by acid-mediated deprotection. Peptide-containing NH-1,2,3-triazoles were obtained in good yield and excellent purity (typically >95%)

AB - Readily available 4,4′-bismethoxybenzhydryl azide was found to be a useful building block for the synthesis of NH-1,2,3-triazoles through copper(I)-catalyzed cycloaddition reactions with solid-supported terminal alkynes, followed by acid-mediated deprotection. Peptide-containing NH-1,2,3-triazoles were obtained in good yield and excellent purity (typically >95%)

KW - Organic Chemistry

KW - azide

KW - click chemistry

KW - cross-coupling

KW - N H-1,2,3-triazoles

KW - solid-phase synthesis

KW - 1,2,3 triazole derivative

KW - 4,4' bismethoxybenzhydryl azide

KW - alkyne derivative

KW - unclassified drug

KW - article

KW - chemical structure

KW - cycloaddition

KW - deprotection reaction

KW - reaction analysis

KW - solid phase synthesis

KW - stoichiometry

U2 - 10.1055/s-0034-1378228

DO - 10.1055/s-0034-1378228

M3 - Letter

SN - 0936-5214

VL - 25

SP - 1891

EP - 1895

JO - Synlett

JF - Synlett

IS - 13

ER -

Solid-phase synthesis of NH-1,2,3-triazoles using 4,4′- bismethoxybenzhydryl azide

Abstract

Keywords

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