First synthesis of BU-4664L

Yusuke Takahashi; Takafumi Hirokawa; Mai Watanabe; Satomi Fujita; Yusuke Ogura; Masaru Enomoto; Shigefumi Kuwahara

doi:10.1016/j.tetlet.2015.08.070

First synthesis of BU-4664L

Yusuke Takahashi, Takafumi Hirokawa, Mai Watanabe, Satomi Fujita, Yusuke Ogura, Masaru Enomoto, Shigefumi Kuwahara

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

10 Citations (Scopus)

Abstract

The first synthesis of BU-4664L, an actinomycte-produced N-farnesylated dibenzodiazepinone with important biological activities, has been achieved in 18% overall yield from a known benzoic acid derivative by a nine-step sequence that involves an intramolecular Buchwald-Hartwig coupling of a sterically demanding bromo amine intermediate to install the unique tricyclic ring system.

Original language	English
Pages (from-to)	5670-5672
Number of pages	3
Journal	Tetrahedron Letters
Volume	56
Issue number	41
DOIs	https://doi.org/10.1016/j.tetlet.2015.08.070
Publication status	Published - 2015 Oct 7

Keywords

Alkaloid
Antitumor
BU-4664L
Buchwald-Hartwig reaction
Diazepinomicin

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2015.08.070

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title = "First synthesis of BU-4664L",

abstract = "The first synthesis of BU-4664L, an actinomycte-produced N-farnesylated dibenzodiazepinone with important biological activities, has been achieved in 18% overall yield from a known benzoic acid derivative by a nine-step sequence that involves an intramolecular Buchwald-Hartwig coupling of a sterically demanding bromo amine intermediate to install the unique tricyclic ring system.",

keywords = "Alkaloid, Antitumor, BU-4664L, Buchwald-Hartwig reaction, Diazepinomicin",

author = "Yusuke Takahashi and Takafumi Hirokawa and Mai Watanabe and Satomi Fujita and Yusuke Ogura and Masaru Enomoto and Shigefumi Kuwahara",

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T1 - First synthesis of BU-4664L

AU - Takahashi, Yusuke

AU - Hirokawa, Takafumi

AU - Watanabe, Mai

AU - Fujita, Satomi

AU - Ogura, Yusuke

AU - Enomoto, Masaru

AU - Kuwahara, Shigefumi

PY - 2015/10/7

Y1 - 2015/10/7

N2 - The first synthesis of BU-4664L, an actinomycte-produced N-farnesylated dibenzodiazepinone with important biological activities, has been achieved in 18% overall yield from a known benzoic acid derivative by a nine-step sequence that involves an intramolecular Buchwald-Hartwig coupling of a sterically demanding bromo amine intermediate to install the unique tricyclic ring system.

AB - The first synthesis of BU-4664L, an actinomycte-produced N-farnesylated dibenzodiazepinone with important biological activities, has been achieved in 18% overall yield from a known benzoic acid derivative by a nine-step sequence that involves an intramolecular Buchwald-Hartwig coupling of a sterically demanding bromo amine intermediate to install the unique tricyclic ring system.

KW - Alkaloid

KW - Antitumor

KW - BU-4664L

KW - Buchwald-Hartwig reaction

KW - Diazepinomicin

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SP - 5670

EP - 5672

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 41

ER -

First synthesis of BU-4664L

Abstract

Keywords

ASJC Scopus subject areas

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