The first direct ammonolysis of 2-thiouracil nucleosides to 2- thiocytosine nucleosides

Lucjan Strekowski; Ibrahim M. Abdou; Adel M.E. Attia; Steven E. Patterson

doi:10.1016/S0040-4039(00)00712-7

The first direct ammonolysis of 2-thiouracil nucleosides to 2- thiocytosine nucleosides

Lucjan Strekowski
, Ibrahim M. Abdou
, Adel M.E. Attia
, Steven E. Patterson

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

16 Citations (Scopus)

Abstract

Sugar-peracetylated 1-(β-D-glucopyranosyl)-, 1-(β-D-galactopyranosyl)-, and 1-(β-D-xylopyranosyl)-6-aryl-5-cyano-2-thiouracils 2-4 and the corresponding 1-pyranosyl-2-(pyranosylthio)pyrimidines 5-7 undergo efficient ammonolysis (NH₃/MeOH, 0→23°C, 16 h) to give the corresponding 1-(β-D- pyranosyl)-6-aryl-5-cyano-2-thiocytosines.

Original language	English
Pages (from-to)	4757-4761
Number of pages	5
Journal	Tetrahedron Letters
Volume	41
Issue number	24
DOIs	https://doi.org/10.1016/S0040-4039(00)00712-7
Publication status	Published - Jun 10 2000
Externally published	Yes

Keywords

1-(β-D-pyranosyl)-2-thiocytosines
6-aryl-5-cyano-2-thiouracils

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)00712-7

Cite this

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title = "The first direct ammonolysis of 2-thiouracil nucleosides to 2- thiocytosine nucleosides",

abstract = "Sugar-peracetylated 1-(β-D-glucopyranosyl)-, 1-(β-D-galactopyranosyl)-, and 1-(β-D-xylopyranosyl)-6-aryl-5-cyano-2-thiouracils 2-4 and the corresponding 1-pyranosyl-2-(pyranosylthio)pyrimidines 5-7 undergo efficient ammonolysis (NH3/MeOH, 0→23°C, 16 h) to give the corresponding 1-(β-D- pyranosyl)-6-aryl-5-cyano-2-thiocytosines.",

keywords = "1-(β-D-pyranosyl)-2-thiocytosines, 6-aryl-5-cyano-2-thiouracils",

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year = "2000",

month = jun,

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doi = "10.1016/S0040-4039(00)00712-7",

language = "English",

volume = "41",

pages = "4757--4761",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "24",

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T1 - The first direct ammonolysis of 2-thiouracil nucleosides to 2- thiocytosine nucleosides

AU - Strekowski, Lucjan

AU - Abdou, Ibrahim M.

AU - Attia, Adel M.E.

AU - Patterson, Steven E.

PY - 2000/6/10

Y1 - 2000/6/10

N2 - Sugar-peracetylated 1-(β-D-glucopyranosyl)-, 1-(β-D-galactopyranosyl)-, and 1-(β-D-xylopyranosyl)-6-aryl-5-cyano-2-thiouracils 2-4 and the corresponding 1-pyranosyl-2-(pyranosylthio)pyrimidines 5-7 undergo efficient ammonolysis (NH3/MeOH, 0→23°C, 16 h) to give the corresponding 1-(β-D- pyranosyl)-6-aryl-5-cyano-2-thiocytosines.

AB - Sugar-peracetylated 1-(β-D-glucopyranosyl)-, 1-(β-D-galactopyranosyl)-, and 1-(β-D-xylopyranosyl)-6-aryl-5-cyano-2-thiouracils 2-4 and the corresponding 1-pyranosyl-2-(pyranosylthio)pyrimidines 5-7 undergo efficient ammonolysis (NH3/MeOH, 0→23°C, 16 h) to give the corresponding 1-(β-D- pyranosyl)-6-aryl-5-cyano-2-thiocytosines.

KW - 1-(β-D-pyranosyl)-2-thiocytosines

KW - 6-aryl-5-cyano-2-thiouracils

UR - https://www.scopus.com/pages/publications/0034660356

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U2 - 10.1016/S0040-4039(00)00712-7

DO - 10.1016/S0040-4039(00)00712-7

M3 - Article

AN - SCOPUS:0034660356

SN - 0040-4039

VL - 41

SP - 4757

EP - 4761

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 24

ER -

The first direct ammonolysis of 2-thiouracil nucleosides to 2- thiocytosine nucleosides

Abstract

Keywords

ASJC Scopus subject areas

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