CID 160594

Base Information

• Chemical Name: CID 160594
• CAS No.: 1782-55-4
• Molecular Formula: C10H10 O5
• Molecular Weight: 210.186
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID901030502
• Wikidata: Q27109313,Q105347894
• Mol file: 1782-55-4.mol

Synonyms:SCHEMBL197850;DTXSID901030502;Q27109313

Chemical Property of CID 160594

Chemical Property:

• Vapor Pressure: 7.49E-09mmHg at 25°C
• Melting Point: 168-170 °C
• Boiling Point: 449.1°Cat760mmHg
• PKA: 4.53±0.10(Predicted)
• Flash Point: 182.8°C
• PSA: 86.99000
• Density: 1.44g/cm³
• LogP: 1.20420
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 210.05282342
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

99%, ^*data from raw suppliers

3,4-Dihydroxy-5-methoxycinnamic acid ≥95.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)O)C=CC(=O)O

Technology Process of CID 160594

There total 7 articles about CID 160594 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: 94.0%

malonic acid (141-82-2) + 5-hydroxyvanillin (3934-87-0) → 3-(4,5-dihydroxy-3-methoxyphenyl)prop-2-enoic acid (1782-55-4)

Guidance literature:

malonic acid; 5-hydroxyvanillin; With pyridine; at 55 ℃;

With piperidine; aniline; at 20 ℃;

DOI:10.1016/S0045-2068(03)00042-7

Reference yield: 30.0%

dimethyl sulfate (77-78-1) + 3,4,5‐trihydroxycinnamic acid (6093-59-0,709007-50-1) → 3-(4,5-dihydroxy-3-methoxyphenyl)prop-2-enoic acid (1782-55-4)

Guidance literature:

With borax; sodium hydroxide; sodium tetraborate; In water; at 20 ℃;

DOI:10.1016/S0045-2068(03)00042-7

Reference yield: 10.4%

sinapinic acid (530-59-6,7362-37-0) → 3-(4,5-dihydroxy-3-methoxyphenyl)prop-2-enoic acid (1782-55-4) + 3,4,5‐trihydroxycinnamic acid (6093-59-0,709007-50-1)

Guidance literature:

sinapinic acid; With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 24h;

With hydrogenchloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/ptr.6060

upstream raw materials:

malonic acid

5-hydroxyvanillin

dimethyl sulfate

3,4,5‐trihydroxycinnamic acid

Downstream raw materials:

4,5-Dihydroxy-3-methoxy-hydrozimtsaeure (3-Methoxy-hydrokaffeesaeure)

5-hydroxyferuloyl CoA

sinapinic acid

4,5-Dihydroxy-3-methoxy-zimtsaeure-methylester, (3-Methoxy-kaffeesaeure-methylester)

Refernces

• 1、 Misawa, Naoki,Hosoya, Takahiro,Yoshida, Shuhei,Sugimoto, Osamu,Yamada-Kato, Tomoe,Kumazawa, Shigenori. "5-Hydroxyferulic acid methyl ester isolated from wasabi leaves inhibits 3T3-L1 adipocyte differentiation". . p. 1304 - 1310. Retrieved 2018/03/01.