Oxidation of 3,5-di-C-(per-O-acetylglucopyranosyl)phloroacetophenone in the synthesis of hydroxysafflor yellow A

By Toshiyuki Suzuki, Mitsuo Ishida, Toshihiro Kumazawa, Shingo Sato

July 28, 2017

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Title

Oxidation of 3,5-di-C-(per-O-acetylglucopyranosyl)phloroacetophenone in the synthesis of hydroxysafflor yellow A

Author

Toshiyuki Suzuki, Mitsuo Ishida, Toshihiro Kumazawa, Shingo Sato

Year

2017

Journal

Carbohydrate Research

Abstract

In the synthesis of the main yellow pigment hydroxysafflor yellow A (HSYA), that is present in safflower petals, the key compound 4-(S)-2-acetyl-4,6-di-C-(per-O-acetyl-β-D-glucosyl)-3,4-dihydroxy-5-methoxycyclohexa-2,5-dienone (11b) was diastereoselectively synthesized in an overall yield of 18% from di-C-β-D-glucosylphloroacetophenone per-O-acetate (8).

Full Article

http://www.sciencedirect.com/science/article/pii/S0008621517303270

Instrument

J-720

Keywords

Circular dichroism, Stereochemistry