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Convenient Preparation and Spectroscopic Characterization of 7R-Hydroxymatairesinol.


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.

SUBMITTER: Colombo E 

PROVIDER: S-EPMC8512340 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Convenient Preparation and Spectroscopic Characterization of 7<i>R</i>-Hydroxymatairesinol.

Colombo Eleonora E   Paladino Giuseppe G   Ciriello Umberto U   Passarella Daniele D  

Molecules (Basel, Switzerland) 20210926 19


The preparation of 7<i>R</i>-HMR (<i>allo</i>-hydroxymatairesinol) is reported by: (a) NaBH<sub>4</sub> kinetic reduction of 7<i>R</i>/7<i>S</i> diastereomeric mixture; and (b) epimerization of the C7 hydroxyl group by Mitsunobu reaction and subsequent ester hydrolysis. The availability of highly pure target compound (7<i>R</i>-HMR) made it possible to confirm the structure of the target compound and to complete the full spectroscopic characterization. ...[more]

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