(2E)-(1R,3R,4S,5R)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-hydroxy-7-oxo-6-oxabicyclo[3.2.1]oct-4-yl Ester 3-[4-(Acetyloxy)-3-methoxyphenyl]-2-propenoic Acid

CAS: 1448331-81-4

Ref. TR-D679320

Produktinformation

• Name: (2E)-(1R,3R,4S,5R)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-hydroxy-7-oxo-6-oxabicyclo[3.2.1]oct-4-yl Ester 3-[4-(Acetyloxy)-3-methoxyphenyl]-2-propenoic Acid
• Synonyme: [(1R,2S,3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-hydroxy-6-oxo-7-oxabicyclo[3.2.1]octan-2-yl] (E)-3-(4-acetyloxy-3-methoxyphenyl)prop-2-enoate
• Marke: TRC
• Beschreibung: Applications (2E)-(1R,3R,4S,5R)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-hydroxy-7-oxo-6-oxabicyclo[3.2.1]oct-4-yl Ester 3-[4-(Acetyloxy)-3-methoxyphenyl]-2-propenoic Acid is an intermediate in the synthesis of 4-O-(E)-Feruloylquinic Acid (F308985). 4-O-(E)-Feruloylquinic Acid is a phenolic acid with potential antioxidant and antifungal activities. Secondary metabolite in the coffee brewing process.References Matei, M. et al.: J. Agri. Food Chem., 60, 12105 (2012); Dokli, I. et al.: Tetrahedron Asymm., 24, 785 (2013)

Chemische Eigenschaften

• Molekulargewicht: 506.62
• Formel: C₂₅H₃₄O₉Si
• Farbe/Form: Neat
• InChl: InChI=1S/C25H34O9Si/c1-15(26)31-17-10-8-16(12-18(17)30-5)9-11-21(27)33-22-19-13-25(29,23(28)32-19)14-20(22)34-35(6,7)24(2,3)4/h8-12,19-20,22,29H,13-14H2,1-7H3/b11-9+/t19-,20-,22+,25-/m1/s1
• InChI Key: InChIKey=MCOAJCKGJAQXNG-BPRIEMQGSA-N
• SMILES: COc1cc(/C=C/C(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)O3)ccc1OC(C)=O