Synthetic Studies on FNC-RED and Its Analogues Containing an All syn-Cyclopentanetetrol Moiety

Shinsuke Inuki; Keisuke Sato; Naoto Zui; Ryosuke Yamaguchi; Takanori Matsumaru; Yukari Fujimoto

doi:10.1021/acs.joc.9b02101

Synthetic Studies on FNC-RED and Its Analogues Containing an All syn-Cyclopentanetetrol Moiety

Shinsuke Inuki, Keisuke Sato, Naoto Zui, Ryosuke Yamaguchi, Takanori Matsumaru, Yukari Fujimoto

Department of Chemistry

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

Abstract

FNC-RED exhibits innate immune receptor Toll-like receptor 4 (TLR4)/myeloid differentiation factor-2 (MD2) stimulatory activity. We have developed a divergent synthetic route to FNC-RED derivatives containing various alkyl side chains. Key features of the synthetic study include stepwise palladium catalyzed cross-coupling reactions and the construction of an all syn-cyclopentanetetrol moiety.

Original language	English
Pages (from-to)	12680-12685
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	84
Issue number	19
DOIs	https://doi.org/10.1021/acs.joc.9b02101
Publication status	Published - 2019 Oct 4

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1021/acs.joc.9b02101

Cite this

@article{698de8d6b93c4379a8e3e3519810e315,

title = "Synthetic Studies on FNC-RED and Its Analogues Containing an All syn-Cyclopentanetetrol Moiety",

abstract = "FNC-RED exhibits innate immune receptor Toll-like receptor 4 (TLR4)/myeloid differentiation factor-2 (MD2) stimulatory activity. We have developed a divergent synthetic route to FNC-RED derivatives containing various alkyl side chains. Key features of the synthetic study include stepwise palladium catalyzed cross-coupling reactions and the construction of an all syn-cyclopentanetetrol moiety.",

author = "Shinsuke Inuki and Keisuke Sato and Naoto Zui and Ryosuke Yamaguchi and Takanori Matsumaru and Yukari Fujimoto",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = oct,

day = "4",

doi = "10.1021/acs.joc.9b02101",

language = "English",

volume = "84",

pages = "12680--12685",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "19",

}

TY - JOUR

T1 - Synthetic Studies on FNC-RED and Its Analogues Containing an All syn-Cyclopentanetetrol Moiety

AU - Inuki, Shinsuke

AU - Sato, Keisuke

AU - Zui, Naoto

AU - Yamaguchi, Ryosuke

AU - Matsumaru, Takanori

AU - Fujimoto, Yukari

PY - 2019/10/4

Y1 - 2019/10/4

N2 - FNC-RED exhibits innate immune receptor Toll-like receptor 4 (TLR4)/myeloid differentiation factor-2 (MD2) stimulatory activity. We have developed a divergent synthetic route to FNC-RED derivatives containing various alkyl side chains. Key features of the synthetic study include stepwise palladium catalyzed cross-coupling reactions and the construction of an all syn-cyclopentanetetrol moiety.

AB - FNC-RED exhibits innate immune receptor Toll-like receptor 4 (TLR4)/myeloid differentiation factor-2 (MD2) stimulatory activity. We have developed a divergent synthetic route to FNC-RED derivatives containing various alkyl side chains. Key features of the synthetic study include stepwise palladium catalyzed cross-coupling reactions and the construction of an all syn-cyclopentanetetrol moiety.

UR - http://www.scopus.com/inward/record.url?scp=85072945696&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85072945696&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.9b02101

DO - 10.1021/acs.joc.9b02101

M3 - Article

C2 - 31507185

AN - SCOPUS:85072945696

VL - 84

SP - 12680

EP - 12685

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 19

ER -

Synthetic Studies on FNC-RED and Its Analogues Containing an All syn-Cyclopentanetetrol Moiety

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this