35878-41-2

Usage

Uses

Used in Pharmaceutical Industry:
(3R)-Vestitol is used as a pharmaceutical agent for its potential therapeutic effects. Its unique structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs.
Used in Nutraceutical Industry:
(3R)-Vestitol is used as a nutraceutical ingredient for its potential health benefits. Its presence in certain plant sources suggests that it may contribute to the overall health-promoting properties of these plants.
Used in Cosmetic Industry:
(3R)-Vestitol is used as a cosmetic ingredient for its potential skin health benefits. Its antioxidant and anti-inflammatory properties may help improve skin health and appearance.
Used in Agrochemical Industry:
(3R)-Vestitol is used as an agrochemical compound for its potential applications in plant protection and growth regulation. Its unique structure may provide new insights into the development of novel agrochemicals.

InChI:InChI=1/C16H16O4/c1-19-13-4-5-14(15(18)8-13)11-6-10-2-3-12(17)7-16(10)20-9-11/h2-5,7-8,11,17-18H,6,9H2,1H3/t11-/m0/s1

Relevant academic research and scientific papers

A general asymmetric route to enantio-enriched isoflavanes via an organocatalytic annulation of o-quinone methides and aldehydes

Reported herein is a general approach to optically active isoflavanes based on a chiral amine-catalyzed [4 + 2] asymmetric annulation of o-quinone methides and aldehydes. A number of naturally occurring isoflavanes, including equol, sativan, isosativan, v

Synthetic access to optically active isoflavans by using allylic substitution

A general approach to the (S)- and (R)-isoflavans was invented, and efficiency of the method was demonstrated by the synthesis of (S)-equol ((S)-3), (R)-sativan ((R)-4), and (R)-vestitol ((R)-5). The key step is the allylic substitution of (S)-6a (Ar1=2,4-(MeO)2C6H3) and (R)-6b (Ar1=2,4-(BnO)2C6H3) with copper reagents derived from CuBr·Me2S and Ar2-MgBr (7a, Ar2=4-MeOC6H4; 7b, 2,4-(MeO)2C6H3; 7c, 2-MOMO-4-MeOC6H3), furnishing anti SN2′ products (R)-8a and (S)-8b,c with 93-97% chirality transfer in 60-75% yields. The olefinic part of the products was oxidatively cleaved and the Me and Bn groups on the Ar1 moieties was then removed. Finally, phenol bromide 9a and phenol alcohols 9b,c underwent cyclization with K2CO3 and the Mitsunobu reagent to afford (S)-3 and (R)-4 and -5, respectively.

Acylated flavonoid glycosides and accompanying phenolics from licorice

Fifteen phenolic compounds including eight new flavonoid glycosides were isolated from Tohoku licorice (a kind of commercial licorice, which is regarded as the underground part of Glycyrrhiza uralensis). The structures of the new compounds (3R)-vestitol 7-O-glucoside and acylated flavonoid glycosides (licorice-glycosides A, B, C1, C2, D1, D2 and E), were elucidated. The 1H NMR and CD spectral data of the acylated chalcone apioglucosides suggested the existence of intramolecular stacking of the feruloyl or p-coumaroyl groups over the aglycone residue.