Concise synthesis of anticancer active trans-4-(4-Octylphenyl)prolinol

Junki Ando, Aoi Tazawa, Kohei Ishizawa, Minoru Tanaka, Hiroyoshi Takamura

Research output: Contribution to journalArticle

Abstract

Concise synthesis of anticancer active trans-4-(4-octylphenyl)prolinol has been achieved. Regioselective iodination of aromatic compound and subsequent Suzuki-Miyaura cross-coupling with trans-1-octen-1-ylboronic acid produced the desired coupling product. Further transformation of this product afforded trans-4-(4-octylphenyl)prolinol. The synthesis of this anticancer compound has been performed with 23% overall yield and six steps, which have been improved in comparison with those (3.5% overall yield and eight steps) previously reported.

Original languageEnglish
Pages (from-to)716-723
Number of pages8
JournalHeterocycles
DOIs
Publication statusPublished - Jan 1 2019

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Aromatic compounds
Halogenation
Acids
prolinol

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Concise synthesis of anticancer active trans-4-(4-Octylphenyl)prolinol. / Ando, Junki; Tazawa, Aoi; Ishizawa, Kohei; Tanaka, Minoru; Takamura, Hiroyoshi.

In: Heterocycles, 01.01.2019, p. 716-723.

Research output: Contribution to journalArticle

Ando, Junki ; Tazawa, Aoi ; Ishizawa, Kohei ; Tanaka, Minoru ; Takamura, Hiroyoshi. / Concise synthesis of anticancer active trans-4-(4-Octylphenyl)prolinol. In: Heterocycles. 2019 ; pp. 716-723.
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