Sarisan

Base Information

• Chemical Name: Sarisan
• CAS No.: 18607-93-7
• Molecular Formula: C11H12 O3
• Molecular Weight: 192.214
• Hs Code.: 2932999099
• NSC Number: 44848,27868
• UNII: CWL14ZQ19X
• DSSTox Substance ID: DTXSID10171851
• Nikkaji Number: J14.072D
• Wikidata: Q27108222
• Metabolomics Workbench ID: 68037
• Mol file: 18607-93-7.mol

Synonyms:1-allyl-2-methoxy-4,5-(methylenedioxy)benzene;sarisan

Chemical Property of Sarisan

Chemical Property:

• Vapor Pressure: 0.021mmHg at 25°C
• Boiling Point: 259.4°Cat760mmHg
• Flash Point: 85.3°C
• PSA: 27.69000
• Density: 1.137g/cm³
• LogP: 2.15240
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1CC=C)OCO2

Technology Process of Sarisan

There total 9 articles about Sarisan 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: 95.4%

5-hydroxy-6-(2-propenyl)-1,3-benzodioxole (19202-23-4) + methyl iodide (74-88-4) → 1-allyl-2-methoxy-4,5-methylenedioxybenzene (18607-93-7)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃;

Reference yield: 73.0%

5-Chloro-6-methoxy-benzo[1,3]dioxole + allyl-trimethyl-silane (762-72-1) → 1-allyl-2-methoxy-4,5-methylenedioxybenzene (18607-93-7)

Guidance literature:

With caesium carbonate; In 2,2,2-trifluoroethanol; for 18h; Irradiation;

DOI:10.1039/b506735a

Reference yield: 58.0%

methylallylether (627-40-7) + C8H7F3O5SSi → 1-allyl-2-methoxy-4,5-methylenedioxybenzene (18607-93-7)

Guidance literature:

With cesium fluoride; In tetrahydrofuran; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.202001499

upstream raw materials:

methyl bromide

5-hydroxy-6-(2-propenyl)-1,3-benzodioxole

methanol

4S-(+)-illicinone-A

Downstream raw materials:

(2-methoxy-4,5-methylenedioxyphenyl)acetaldehyde

1-(2'-Bromopropyl)-2-methoxy-4,5-methylenedioxybenzene

acetic acid 5-allyl-6-methoxy-benzo[1,3]dioxol-2-yl ester

4-allyl-5-methoxy-benzene-1,2-diol

Refernces

• 1、 Cao, Jiangping,Cheng, Wanqing,Guo, Yong,Han, Meiyue,Hou, Enhua,Wang, Xiaoguang,Yang, Ruige. "Discovery of Natural Product-Based Fungicides (III): Semisynthesis and Biological Activity of N-Phenylpyrazole Sarisan Hybrids as Antifungal Agents". . . Retrieved 2021/12/09.
• 2、 Liu, Zhiyan,Cao, Jiangping,Yan, Xiaoting,Cheng, Wanqing,Wang, Xiaoguang,Yang, Ruige,Guo, Yong. "Discovery of Natural Product-Based Fungicides (II): Semisynthesis and Biological Activity of Sarisan Attached 3-Phenylisoxazolines as Antifungal Agents". . . Retrieved 2020/12/09.