An efficient route to C-4 linked imidazole nucleosides: synthesis of 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole

Donald E. Bergstrom; Peiming Zhang

doi:10.1016/0040-4039(91)80199-G

An efficient route to C-4 linked imidazole nucleosides: synthesis of 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole

Donald E. Bergstrom, Peiming Zhang

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

2 Scopus citations

Abstract

The first synthesis of an imidazole C-nucleoside linked through C-4, 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole was achieved by way of a nine-step sequence starting from 2-deoxy-3,5-di-O-p-toluoyl-d-erythro-pentofuranosyl chloride.

Original language	English (US)
Pages (from-to)	6485-6488
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	45
DOIs	https://doi.org/10.1016/0040-4039(91)80199-G
State	Published - Nov 4 1991
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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@article{46db533ea6dd4f3daae16a31f671e45f,

title = "An efficient route to C-4 linked imidazole nucleosides: synthesis of 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole",

abstract = "The first synthesis of an imidazole C-nucleoside linked through C-4, 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole was achieved by way of a nine-step sequence starting from 2-deoxy-3,5-di-O-p-toluoyl-d-erythro-pentofuranosyl chloride.",

author = "Bergstrom, {Donald E.} and Peiming Zhang",

note = "Funding Information: The National Institutes of Health is gratefully acknowledgedf or supporto f this researcht hrough NM Grants AI20480 and A126029. We also gratefully acknowledget he supportb y the Walther Cancer Institute.",

year = "1991",

month = nov,

day = "4",

doi = "10.1016/0040-4039(91)80199-G",

language = "English (US)",

volume = "32",

pages = "6485--6488",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "45",

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T1 - An efficient route to C-4 linked imidazole nucleosides

T2 - synthesis of 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole

AU - Bergstrom, Donald E.

AU - Zhang, Peiming

N1 - Funding Information: The National Institutes of Health is gratefully acknowledgedf or supporto f this researcht hrough NM Grants AI20480 and A126029. We also gratefully acknowledget he supportb y the Walther Cancer Institute.

PY - 1991/11/4

Y1 - 1991/11/4

N2 - The first synthesis of an imidazole C-nucleoside linked through C-4, 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole was achieved by way of a nine-step sequence starting from 2-deoxy-3,5-di-O-p-toluoyl-d-erythro-pentofuranosyl chloride.

AB - The first synthesis of an imidazole C-nucleoside linked through C-4, 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole was achieved by way of a nine-step sequence starting from 2-deoxy-3,5-di-O-p-toluoyl-d-erythro-pentofuranosyl chloride.

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DO - 10.1016/0040-4039(91)80199-G

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VL - 32

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 45

ER -

An efficient route to C-4 linked imidazole nucleosides: synthesis of 2-carbamoyl-4-(2′-deoxy-β-d-ribofuranosyl)imidazole

Abstract

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