Convenient Preparation and Spectroscopic Characterization of 7 R-Hydroxymatairesinol

Eleonora Colombo; Giuseppe Paladino; Umberto Ciriello; Daniele Passarella

doi:10.3390/molecules26195838

Convenient Preparation and Spectroscopic Characterization of 7 R-Hydroxymatairesinol

Molecules. 2021 Sep 26;26(19):5838. doi: 10.3390/molecules26195838.

Authors

Eleonora Colombo¹, Giuseppe Paladino², Umberto Ciriello², Daniele Passarella¹

Affiliations

¹ Dipartimento di Chimica, Università degli Studi di Milano, 20133 Milano, Italy.
² Linnea S.A., 6595 Riazzino, Switzerland.

Abstract

The preparation of 7R-HMR (allo-hydroxymatairesinol) is reported by: (a) NaBH₄ kinetic reduction of 7R/7S diastereomeric mixture; and (b) epimerization of the C7 hydroxyl group by Mitsunobu reaction and subsequent ester hydrolysis. The availability of highly pure target compound (7R-HMR) made it possible to confirm the structure of the target compound and to complete the full spectroscopic characterization.

Keywords: 7-hydroxymatairesinol (HMR); Picea abies; allo-hydroxymatairesinol; lignans.