Concise Synthesis of a Potential 5-Lipoxygenase Activating Protein (FLAP) Inhibitor and Its Analogs through Late-Stage Alkene Dicarbofunctionalization

Shekhar Kc; Roshan K. Dhungana; Vivek Aryal; Ramesh Giri

doi:10.1021/acs.oprd.9b00199

Concise Synthesis of a Potential 5-Lipoxygenase Activating Protein (FLAP) Inhibitor and Its Analogs through Late-Stage Alkene Dicarbofunctionalization

Shekhar Kc
, Roshan K. Dhungana
, Vivek Aryal
, Ramesh Giri

Chemistry

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

25 Scopus citations

Abstract

We report a five-step synthesis of the biologically important 1,1-diarylalkane 1, a potential 5-lipoxygenase activating protein (FLAP) inhibitor that was synthesized previously in 12 steps. In this synthesis, we apply a three-component alkene dicarbofunctionalization reaction as a key final step to assemble the potential FLAP inhibitor 1 from commercially available starting materials. In addition, we also report the synthesis of a variety of new analogs of the inhibitor 1 and its regioisomer.

Original language	English (US)
Pages (from-to)	1686-1694
Number of pages	9
Journal	Organic Process Research and Development
Volume	23
Issue number	8
DOIs	https://doi.org/10.1021/acs.oprd.9b00199
State	Published - Aug 16 2019

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "We report a five-step synthesis of the biologically important 1,1-diarylalkane 1, a potential 5-lipoxygenase activating protein (FLAP) inhibitor that was synthesized previously in 12 steps. In this synthesis, we apply a three-component alkene dicarbofunctionalization reaction as a key final step to assemble the potential FLAP inhibitor 1 from commercially available starting materials. In addition, we also report the synthesis of a variety of new analogs of the inhibitor 1 and its regioisomer.",

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AU - Kc, Shekhar

AU - Dhungana, Roshan K.

AU - Aryal, Vivek

AU - Giri, Ramesh

PY - 2019/8/16

Y1 - 2019/8/16

N2 - We report a five-step synthesis of the biologically important 1,1-diarylalkane 1, a potential 5-lipoxygenase activating protein (FLAP) inhibitor that was synthesized previously in 12 steps. In this synthesis, we apply a three-component alkene dicarbofunctionalization reaction as a key final step to assemble the potential FLAP inhibitor 1 from commercially available starting materials. In addition, we also report the synthesis of a variety of new analogs of the inhibitor 1 and its regioisomer.

AB - We report a five-step synthesis of the biologically important 1,1-diarylalkane 1, a potential 5-lipoxygenase activating protein (FLAP) inhibitor that was synthesized previously in 12 steps. In this synthesis, we apply a three-component alkene dicarbofunctionalization reaction as a key final step to assemble the potential FLAP inhibitor 1 from commercially available starting materials. In addition, we also report the synthesis of a variety of new analogs of the inhibitor 1 and its regioisomer.

UR - https://www.scopus.com/pages/publications/85068113117

UR - https://www.scopus.com/pages/publications/85068113117#tab=citedBy

U2 - 10.1021/acs.oprd.9b00199

DO - 10.1021/acs.oprd.9b00199

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JO - Organic Process Research and Development

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IS - 8

ER -

Concise Synthesis of a Potential 5-Lipoxygenase Activating Protein (FLAP) Inhibitor and Its Analogs through Late-Stage Alkene Dicarbofunctionalization

Abstract

All Science Journal Classification (ASJC) codes

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