Sinapic acid acetate

Base Information

• Chemical Name: Sinapic acid acetate
• CAS No.: 90985-68-5
• Molecular Formula: C13H14O6
• Molecular Weight: 266.251
• European Community (EC) Number: 618-691-8
• Nikkaji Number: J984.199G,J2.773.926A
• Wikidata: Q76416411
• Mol file: 90985-68-5.mol

Synonyms:Sinapic acid acetate;90985-68-5;(E)-3-(4-acetyloxy-3,5-dimethoxyphenyl)prop-2-enoic acid;3-[4-(Acetyloxy)-3,5-dimethoxyphenyl]-2-propenoic acid;bmse010106;3-[4-(Acetyloxy)-3,5-dimethoxycinnamic acid;SCHEMBL2491158;3,5-Dimethoxy-4-acetoxycinnamic acid;4-acetoxy-3,5-dimethoxy cinnamic acid;3,5-Dimethoxy-4-acetoxybenzeneacrylic acid

Chemical Property of Sinapic acid acetate

Chemical Property:

• Melting Point: 188-193 °C
• Boiling Point: 385 °C at 760 mmHg
• Flash Point: 142.2 °C
• PSA: 82.06000
• Density: 1.263 g/cm³
• LogP: 1.72690
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 266.07903816
• Heavy Atom Count: 19
• Complexity: 337

Purity/Quality:

98%Min ^*data from raw suppliers

3-[4-(Acetyloxy)-3,5-dimethoxycinnamicacid] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C(C=C1OC)C=CC(=O)O)OC
• Isomeric SMILES: CC(=O)OC1=C(C=C(C=C1OC)/C=C/C(=O)O)OC

Technology Process of Sinapic acid acetate

There total 17 articles about Sinapic acid acetate 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%

trans-3,5-dimethoxy-4-hydroxycinnamic acid (530-59-6,7362-37-0) + acetic anhydride (108-24-7) → (E)-4-acetoxy-3,5-dimethoxycinnamic acid (90985-68-5,113158-15-9)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

DOI:10.1055/s-0029-1216983

Reference yield: 90.0%

sinapinic acid (530-59-6,7362-37-0) + acetic anhydride (108-24-7) → (E)-4-acetoxy-3,5-dimethoxycinnamic acid (90985-68-5,113158-15-9)

Guidance literature:

With pyridine; at 25 ℃; for 24h;

DOI:10.1039/c3nj01180a

Reference yield: 78.0%

sinapinic acid (530-59-6,7362-37-0) + acetic anhydride (108-24-7) → 3-(4-acetoxy-3,5-dimethoxyphenyl)prop-2-enoic acid (90985-68-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 4 - 25 ℃; for 1.5h;

DOI:10.1007/s11172-014-0710-8

upstream raw materials:

sodium acetate

acetic anhydride

syringic aldehyde

1,3-dimethoxy-2-hydroxy-benzene

Downstream raw materials:

2-[4-(4-hydroxy-3,5-dimethoxyphenyl)-2-oxochroman-6-yl]ethyl methyl carbonate

3-(4-hydroxy-3,5-dimethoxyphenyl)-3-(2-hydroxy-5-(2-hydroxyethyl)phenyl)propanoic acid

(E)-methyl 3-(4-acetoxy-3,5-dimethoxyphenyl)acrylate

4-acetoxy-3,5-dimethoxycinnamic acid chloride

Refernces

• 1、 -. "TOPICAL COMPOSITIONS CONTAINING SYNTHETIC ESTERS OF SINAPINIC ACID AND METHODS FOR TREATING KERATIN SURFACES". . . Retrieved 2018/09/28.
• 2、 Wang, Yujun,Wang, Jie,Li, Jiaming,Zhang, Yanchun,Huang, Weijun,Zuo, Jian,Liu, Huicai,Xie, Di,Zhu, Panhu. "Design, Synthesis and Pharmacological Evaluation of Novel Piperlongumine derivatives as Potential Antiplatelet Aggregation Candidate". . p. 833 - 840. Retrieved 2016/05/19.