(2S,3S,4aR,6R,8R,8aS)-8-[[(2E)-3-[4-(Acetyloxy)-3-methoxyphenyl]-1-oxo-2-propen-1-yl]oxy]octahydro-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-1,4-benzodioxin-6-carboxylic Acid Methyl Ester

CAS: 1448331-80-3

Ref. TR-A591348

Product Information

• Name: (2S,3S,4aR,6R,8R,8aS)-8-[[(2E)-3-[4-(Acetyloxy)-3-methoxyphenyl]-1-oxo-2-propen-1-yl]oxy]octahydro-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-1,4-benzodioxin-6-carboxylic Acid Methyl Ester
• Synonyms: methyl (2S,3S,4aR,6R,8R,8aS)-8-[(E)-3-(4-acetyloxy-3-methoxyphenyl)prop-2-enoyl]oxy-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-5,7,8,8a-tetrahydro-4aH-benzo[b][1,4]dioxine-6-carboxylate
• Brand: TRC
• Description: Applications (2S,3S,4aR,6R,8R,8aS)-8-[[(2E)-3-[4-(Acetyloxy)-3-methoxyphenyl]-1-oxo-2-propen-1-yl]oxy]octahydro-6-hydroxy-2,3-dimethoxy-2,3-dimethyl-1,4-benzodioxin-6-carboxylic Acid Methyl Ester is an intermediate in the synthesis of 5-O-(E)-Feruloylquinic Acid (F308990). 5-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)

Chemical properties

• Molecular weight: 538.54
• Formula: C₂₆H₃₄O₁₂
• Color/Form: Neat
• InChI: InChI=1S/C26H34O12/c1-15(27)35-17-10-8-16(12-18(17)31-4)9-11-21(28)36-19-13-26(30,23(29)32-5)14-20-22(19)38-25(3,34-7)24(2,33-6)37-20/h8-12,19-20,22,30H,13-14H2,1-7H3/b11-9+/t19-,20-,22-,24+,25+,26+/m1/s1
• InChI key: InChIKey=METSYCYDBKXRES-KFCGLQQGSA-N
• SMILES: COC(=O)[C@]1(O)C[C@@H](OC(=O)/C=C/c2ccc(OC(C)=O)c(OC)c2)[C@H]2O[C@](C)(OC)[C@@](C)(OC)O[C@@H]2C1