Total synthesis of spicamycin amino nucleoside

Tamotsu Suzuki; Sayaka Tanaka; Iwao Yamada; Yoshiaki Koashi; Kazue Yamada; Noritaka Chida

doi:10.1021/ol005715l

Total synthesis of spicamycin amino nucleoside

Tamotsu Suzuki, Sayaka Tanaka, Iwao Yamada, Yoshiaki Koashi, Kazue Yamada, Noritaka Chida

Department of Applied Chemistry

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

34 Citations (Scopus)

Abstract

The first total synthesis of spicamycin amino nucleoside 2 has been achieved. The aminoheptose unit 5 was prepared stereoselectively from myo-inositol, and the characteristic N-glycoside linkage was constructed by way of Pd-catalyzed coupling reaction of 5 with 6-chloropurine derivative 6.

Original language	English
Pages (from-to)	1137-1140
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	8
DOIs	https://doi.org/10.1021/ol005715l
Publication status	Published - 2000 Apr 20

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol005715l

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title = "Total synthesis of spicamycin amino nucleoside",

abstract = "The first total synthesis of spicamycin amino nucleoside 2 has been achieved. The aminoheptose unit 5 was prepared stereoselectively from myo-inositol, and the characteristic N-glycoside linkage was constructed by way of Pd-catalyzed coupling reaction of 5 with 6-chloropurine derivative 6.",

author = "Tamotsu Suzuki and Sayaka Tanaka and Iwao Yamada and Yoshiaki Koashi and Kazue Yamada and Noritaka Chida",

year = "2000",

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doi = "10.1021/ol005715l",

language = "English",

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journal = "Organic Letters",

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T1 - Total synthesis of spicamycin amino nucleoside

AU - Suzuki, Tamotsu

AU - Tanaka, Sayaka

AU - Yamada, Iwao

AU - Koashi, Yoshiaki

AU - Yamada, Kazue

AU - Chida, Noritaka

PY - 2000/4/20

Y1 - 2000/4/20

N2 - The first total synthesis of spicamycin amino nucleoside 2 has been achieved. The aminoheptose unit 5 was prepared stereoselectively from myo-inositol, and the characteristic N-glycoside linkage was constructed by way of Pd-catalyzed coupling reaction of 5 with 6-chloropurine derivative 6.

AB - The first total synthesis of spicamycin amino nucleoside 2 has been achieved. The aminoheptose unit 5 was prepared stereoselectively from myo-inositol, and the characteristic N-glycoside linkage was constructed by way of Pd-catalyzed coupling reaction of 5 with 6-chloropurine derivative 6.

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DO - 10.1021/ol005715l

M3 - Article

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JO - Organic Letters

JF - Organic Letters

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ER -

Total synthesis of spicamycin amino nucleoside

Abstract

ASJC Scopus subject areas

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