trans-5-O-(4-coumaroyl)-D-quinic acid

Base Information

Chemical Name:trans-5-O-(4-coumaroyl)-D-quinic acid
CAS No.:1899-30-5
Molecular Formula:C₁₆H₁₈O₈
Molecular Weight:338.314
Hs Code.:
UNII:4C4BU5688G
Nikkaji Number:J93.937D,J1.424.929J
Wikidata:Q27098307
Metabolomics Workbench ID:50316
ChEMBL ID:CHEMBL284243
Mol file:1899-30-5.mol

Synonyms:2-coumaroylquinic acid;o-coumaroylquinic acid

Suppliers and Price of trans-5-O-(4-coumaroyl)-D-quinic 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 20 raw suppliers

Chemical Property of trans-5-O-(4-coumaroyl)-D-quinic acid

Chemical Property:

Vapor Pressure:6.8E-16mmHg at 25°C
Melting Point:247-248 °C(Solv: water (7732-18-5))
Boiling Point:613.2°Cat760mmHg
PKA:3.91±0.50(Predicted)
Flash Point:227°C
PSA：144.52000
Density:1.55g/cm³
LogP:-0.35150
XLogP3:-0.1
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:338.10016753
Heavy Atom Count:24
Complexity:496

Purity/Quality:: 98%,99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC=C(C=C2)O)O)O
Isomeric SMILES:C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)/C=C/C2=CC=C(C=C2)O)O)O

Technology Process of trans-5-O-(4-coumaroyl)-D-quinic acid

There total 23 articles about trans-5-O-(4-coumaroyl)-D-quinic 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: 77.3%

: 209965-31-1
quinic acid bisacetonide

: 108608-03-3
4-hydroxycinnamic acid chloride

: 1899-30-5,5746-55-4,32451-86-8,32719-13-4,82659-64-1,82659-65-2,82889-89-2,87099-71-6,87099-74-9
trans-3-p-coumaroylquinic acid

Guidance literature:: quinic acid bisacetonide; 4-hydroxycinnamic acid chloride; With pyridine; In dichloromethane;

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃;

Reference yield: 77.0%

: ethyl 5-O-acetyl-p-coumaroyl-3,4-O-isopropylidenequinate

: 5746-55-4,32451-86-8,32719-13-4,82659-64-1,82659-65-2,82889-89-2,87099-71-6,87099-74-9,1899-30-5
5-O-p-coumaroylquinic acid

Guidance literature:: With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 144h;
DOI:10.1016/j.tetasy.2017.01.015

Reference yield:

: 32384-42-2
(1S,3R,4S,5R)-3,4-O-isopropylidene-1,5-quinic lactone

: 5746-55-4,32451-86-8,32719-13-4,82659-64-1,82659-65-2,82889-89-2,87099-71-6,87099-74-9,1899-30-5
5-O-p-coumaroylquinic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium ethanolate / Inert atmosphere

2: dmap; pyridine / dichloromethane / 24 h / 20 °C

3: hydrogenchloride; water / tetrahydrofuran / 144 h / 20 °C

With pyridine; hydrogenchloride; dmap; water; sodium ethanolate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2017.01.015