Synthesis of (4R*,5S*)-5-acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid and its inhibitory action against influenza virus sialidases

Sean A. Kerrigan; Robin G. Pritchard; Paul W. Smith; Richard J. Stoodley

doi:10.1016/S0040-4039(01)01887-1

Synthesis of (4R,5S)-5-acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid and its inhibitory action against influenza virus sialidases

Sean A. Kerrigan, Robin G. Pritchard, Paul W. Smith, Richard J. Stoodley

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

Abstract

(4R*,5S*)-5-Acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid has been synthesised from methyl (E)-4-diethylcarbamoyl-2-oxobut-3-enoate and 2-nitroethanol; the acid is a moderately active inhibitor of influenza A sialidase. © 2001 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	8889-8892
Number of pages	3
Journal	Tetrahedron Letters
Volume	42
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(01)01887-1
Publication status	Published - 10 Dec 2001

Keywords

Antivirals
Cyclisation
Enones
Michael reactions
Nitro compounds
Pyrans

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1016/S0040-4039(01)01887-1

Cite this

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title = "Synthesis of (4R*,5S*)-5-acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid and its inhibitory action against influenza virus sialidases",

abstract = "(4R*,5S*)-5-Acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid has been synthesised from methyl (E)-4-diethylcarbamoyl-2-oxobut-3-enoate and 2-nitroethanol; the acid is a moderately active inhibitor of influenza A sialidase. {\textcopyright} 2001 Elsevier Science Ltd. All rights reserved.",

keywords = "Antivirals, Cyclisation, Enones, Michael reactions, Nitro compounds, Pyrans",

author = "Kerrigan, {Sean A.} and Pritchard, {Robin G.} and Smith, {Paul W.} and Stoodley, {Richard J.}",

year = "2001",

month = dec,

day = "10",

doi = "10.1016/S0040-4039(01)01887-1",

language = "English",

volume = "42",

pages = "8889--8892",

journal = "Tetrahedron Letters",

issn = "1873-3581",

publisher = "Elsevier BV",

number = "50",

}

TY - JOUR

T1 - Synthesis of (4R*,5S*)-5-acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid and its inhibitory action against influenza virus sialidases

AU - Kerrigan, Sean A.

AU - Pritchard, Robin G.

AU - Smith, Paul W.

AU - Stoodley, Richard J.

PY - 2001/12/10

Y1 - 2001/12/10

N2 - (4R*,5S*)-5-Acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid has been synthesised from methyl (E)-4-diethylcarbamoyl-2-oxobut-3-enoate and 2-nitroethanol; the acid is a moderately active inhibitor of influenza A sialidase. © 2001 Elsevier Science Ltd. All rights reserved.

AB - (4R*,5S*)-5-Acetylamino-4-diethylcarbamoyl-5,6-dihydro-4H-pyran- 2-carboxylic acid has been synthesised from methyl (E)-4-diethylcarbamoyl-2-oxobut-3-enoate and 2-nitroethanol; the acid is a moderately active inhibitor of influenza A sialidase. © 2001 Elsevier Science Ltd. All rights reserved.

KW - Antivirals

KW - Cyclisation

KW - Enones

KW - Michael reactions

KW - Nitro compounds

KW - Pyrans

U2 - 10.1016/S0040-4039(01)01887-1

DO - 10.1016/S0040-4039(01)01887-1

M3 - Article

SN - 1873-3581

VL - 42

SP - 8889

EP - 8892

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -