3-Feruloylquinic acid

Base Information

Chemical Name:3-Feruloylquinic acid
CAS No.:87099-72-7
Molecular Formula:C17H20O9
Molecular Weight:368.34
Hs Code.:
UNII:1DG2CT594J
DSSTox Substance ID:DTXSID401341746

Synonyms:5-Feruloylquinic acid;3-Feruloylquinic acid;40242-06-6;87099-72-7;5-O-FeruloylquinicAcid(E/ZMixture);3-O-Feruloylquinic acid;1DG2CT594J;(1R,3R,4S,5R)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid;3-O-(E)-Feruloylquinic acid;(1R,3R,4S,5R)-1,3,4-Trihydroxy-5-(((E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl)oxy)cyclohexanecarboxylic acid;Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-(((2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl)oxy)-, (1R,3R,4S,5R)-;Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-((3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl)oxy)-, (1R,3R,4S,5R)-;5-O-Feruloylquinic acid;5-O-(E)-Feruloylquinic Acid;UNII-1DG2CT594J;MEGxp0_000450;ACon1_000550;CHEBI:176348;DTXSID401341746;HY-N7929;AKOS040760231;NCGC00168971-01;NCGC00168971-02;MS-25893;PD150835;CS-0138830;E87089;BRD-K71199300-001-01-4;Q27252281

Suppliers and Price of 3-Feruloylquinic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 3-Feruloylquinic acid

Chemical Property:

XLogP3:-0.1
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:368.11073221
Heavy Atom Count:26
Complexity:548

Purity/Quality:: 95%+ or 98%+ ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=C(C=CC(=C1)C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)O)O
Isomeric SMILES:COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2C[C@](C[C@H]([C@@H]2O)O)(C(=O)O)O)O

Technology Process of 3-Feruloylquinic acid

There total 12 articles about 3-Feruloylquinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

: (1R,3R,4S,5R)-5-[3-(4-acetoxy-3-methoxyphenyl)-acryloyloxy]-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-hydroxycyclohexanecarboxylic acid methyl ester

: 1899-29-2,13613-42-8,29587-85-7,53905-80-9,62929-69-5,82659-66-3,82659-67-4,82659-68-5,87099-72-7,87099-75-0,89886-27-1,40242-06-6
tetracaffeoylquinic acid

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 96h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.06.002

Reference yield: 67.0%

: ethyl (1S,3R,4R,5R)-3-[3-(4-acetoxy-3-methoxyphenyl)acryloyloxy]-4,5-O-isopropylidene-1-quinate

: 1899-29-2,13613-42-8,29587-85-7,40242-06-6,62929-69-5,82659-66-3,82659-67-4,82659-68-5,87099-72-7,87099-75-0,89886-27-1,53905-80-9
3-O-feruloyl-D-quinic acid

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 25 ℃; for 144h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.06.002

Reference yield:

: 77-95-2
D-(-)-quinic acid

: 1899-29-2,13613-42-8,29587-85-7,53905-80-9,62929-69-5,82659-66-3,82659-67-4,82659-68-5,87099-72-7,87099-75-0,89886-27-1,40242-06-6
tetracaffeoylquinic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 10-camphorsufonic acid / methanol / Inert atmosphere; Reflux

1.2: Inert atmosphere; Reflux

2.1: dmap; pyridine / dichloromethane / 20 °C / Inert atmosphere

3.1: hydrogenchloride / tetrahydrofuran; water / 96 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; 10-camphorsufonic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.tetasy.2013.06.002