The synthesis of β-strand mimetic templates via regioselective 1,3-dipolar cycloaddition with vinylsulfone

Nobuhiro Fuchi; Takayuki Doi; Takeo Harada; Jan Urban; Bolong Cao; Michael Kahn; Takashi Takahashi

doi:10.1016/S0040-4039(00)02229-2

The synthesis of β-strand mimetic templates via regioselective 1,3-dipolar cycloaddition with vinylsulfone

Nobuhiro Fuchi, Takayuki Doi, Takeo Harada, Jan Urban, Bolong Cao, Michael Kahn, Takashi Takahashi

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

27 Citations (Scopus)

Abstract

We have developed a practical synthetic route to constrained β-strand mimetic templates by regioselective 1,3-dipolar cycloaddition of azomethine imines with vinyl sulfone. A small library of β-strand mimetic templates was generated which include potent and selective inhibitors of serine proteases.

Original language	English
Pages (from-to)	1305-1308
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	7
DOIs	https://doi.org/10.1016/S0040-4039(00)02229-2
Publication status	Published - 2001 Feb 12
Externally published	Yes

Keywords

1,3-Dipolar cycloaddition
Peptidomimetics
Serine protease inhibitor
Vinyl sulfone

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)02229-2

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abstract = "We have developed a practical synthetic route to constrained β-strand mimetic templates by regioselective 1,3-dipolar cycloaddition of azomethine imines with vinyl sulfone. A small library of β-strand mimetic templates was generated which include potent and selective inhibitors of serine proteases.",

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author = "Nobuhiro Fuchi and Takayuki Doi and Takeo Harada and Jan Urban and Bolong Cao and Michael Kahn and Takashi Takahashi",

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T1 - The synthesis of β-strand mimetic templates via regioselective 1,3-dipolar cycloaddition with vinylsulfone

AU - Fuchi, Nobuhiro

AU - Doi, Takayuki

AU - Harada, Takeo

AU - Urban, Jan

AU - Cao, Bolong

AU - Kahn, Michael

AU - Takahashi, Takashi

PY - 2001/2/12

Y1 - 2001/2/12

N2 - We have developed a practical synthetic route to constrained β-strand mimetic templates by regioselective 1,3-dipolar cycloaddition of azomethine imines with vinyl sulfone. A small library of β-strand mimetic templates was generated which include potent and selective inhibitors of serine proteases.

AB - We have developed a practical synthetic route to constrained β-strand mimetic templates by regioselective 1,3-dipolar cycloaddition of azomethine imines with vinyl sulfone. A small library of β-strand mimetic templates was generated which include potent and selective inhibitors of serine proteases.

KW - 1,3-Dipolar cycloaddition

KW - Peptidomimetics

KW - Serine protease inhibitor

KW - Vinyl sulfone

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EP - 1308

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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