Total synthesis of dapiramicin B

Hiroyuki Ohno; Takashi Terui; Takafumi Kitawaki; Noritaka Chida

doi:10.1016/j.tetlet.2006.06.001

Total synthesis of dapiramicin B

Hiroyuki Ohno, Takashi Terui, Takafumi Kitawaki, Noritaka Chida

Department of Applied Chemistry

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

9 Citations (Scopus)

Abstract

The first total synthesis of dapiramicin B, a nucleoside antibiotic, is described. The characteristic N-glycoside linkage in dapiramicin B was effectively constructed by way of the Pd-catalyzed coupling reaction of a heptopyranosylamine with a bromopyrrolopyrimidine derivative.

Original language	English
Pages (from-to)	5747-5750
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	32
DOIs	https://doi.org/10.1016/j.tetlet.2006.06.001
Publication status	Published - 2006 Aug 7

Keywords

Dapiramicin B
N-Arylation
Nucleoside antibiotic
Pd-Catalyzed
Total synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.06.001

Cite this

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title = "Total synthesis of dapiramicin B",

abstract = "The first total synthesis of dapiramicin B, a nucleoside antibiotic, is described. The characteristic N-glycoside linkage in dapiramicin B was effectively constructed by way of the Pd-catalyzed coupling reaction of a heptopyranosylamine with a bromopyrrolopyrimidine derivative.",

keywords = "Dapiramicin B, N-Arylation, Nucleoside antibiotic, Pd-Catalyzed, Total synthesis",

author = "Hiroyuki Ohno and Takashi Terui and Takafumi Kitawaki and Noritaka Chida",

year = "2006",

month = aug,

day = "7",

doi = "10.1016/j.tetlet.2006.06.001",

language = "English",

volume = "47",

pages = "5747--5750",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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number = "32",

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TY - JOUR

T1 - Total synthesis of dapiramicin B

AU - Ohno, Hiroyuki

AU - Terui, Takashi

AU - Kitawaki, Takafumi

AU - Chida, Noritaka

PY - 2006/8/7

Y1 - 2006/8/7

N2 - The first total synthesis of dapiramicin B, a nucleoside antibiotic, is described. The characteristic N-glycoside linkage in dapiramicin B was effectively constructed by way of the Pd-catalyzed coupling reaction of a heptopyranosylamine with a bromopyrrolopyrimidine derivative.

AB - The first total synthesis of dapiramicin B, a nucleoside antibiotic, is described. The characteristic N-glycoside linkage in dapiramicin B was effectively constructed by way of the Pd-catalyzed coupling reaction of a heptopyranosylamine with a bromopyrrolopyrimidine derivative.

KW - Dapiramicin B

KW - N-Arylation

KW - Nucleoside antibiotic

KW - Pd-Catalyzed

KW - Total synthesis

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U2 - 10.1016/j.tetlet.2006.06.001

DO - 10.1016/j.tetlet.2006.06.001

M3 - Article

AN - SCOPUS:33745920219

SN - 0040-4039

VL - 47

SP - 5747

EP - 5750

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 32

ER -

Total synthesis of dapiramicin B

Abstract

Keywords

ASJC Scopus subject areas

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