Longistyline A

Base Information

• Chemical Name: Longistyline A
• CAS No.: 64095-60-9
• Molecular Formula: C20H22 O2
• Molecular Weight: 294.393
• DSSTox Substance ID: DTXSID401317622
• Nikkaji Number: J1.792.180K
• ChEMBL ID: CHEMBL4795910
• Mol file: 64095-60-9.mol

Synonyms:longistyline A

Chemical Property of Longistyline A

Chemical Property:

• Boiling Point: 452.1±24.0 °C(Predicted)
• PKA: 10.02±0.15(Predicted)
• PSA: 29.46000
• Density: 1.087±0.06 g/cm3(Predicted)
• LogP: 5.07990
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 294.161979940
• Heavy Atom Count: 22
• Complexity: 375

Purity/Quality:

98.5% ^*data from raw suppliers

LongistylineA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=C(C=C1OC)C=CC2=CC=CC=C2)O)C
• Isomeric SMILES: CC(=CCC1=C(C=C(C=C1OC)/C=C/C2=CC=CC=C2)O)C

Technology Process of Longistyline A

There total 9 articles about Longistyline A 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: 80.0%

(E)-methyl 2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-styrylbenzoate (1363155-62-7) → (E)-3-methoxy-2-(3-methylbut-2-en-1-yl)-5-styrylphenol (64095-60-9)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 100 ℃; for 1h; under 1292.9 Torr; Microwave irradiation;

Reference yield:

methyl 2-(diethyl methylenephosphonite)-4,6-dimethoxybenzoate → (E)-3-methoxy-2-(3-methylbut-2-en-1-yl)-5-styrylphenol (64095-60-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 2 h / Reflux

2.1: boron tribromide / dichloromethane / 1 h / 0 - 20 °C

3.1: sodium / diethyl ether / 4 h / 20 °C

3.2: 4 h / Reflux

4.1: water; potassium hydroxide / ethanol / 1 h / 100 °C / 1292.9 Torr / Microwave irradiation

With water; sodium; boron tribromide; sodium hydride; potassium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

Reference yield:

(E)-2,4-dimethoxy-6-styrylbenzoic acid methyl ester (1258410-99-9) → (E)-3-methoxy-2-(3-methylbut-2-en-1-yl)-5-styrylphenol (64095-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: boron tribromide / dichloromethane / 1 h / 0 - 20 °C

2.1: sodium / diethyl ether / 4 h / 20 °C

2.2: 4 h / Reflux

3.1: water; potassium hydroxide / ethanol / 1 h / 100 °C / 1292.9 Torr / Microwave irradiation

With water; sodium; boron tribromide; potassium hydroxide; In diethyl ether; ethanol; dichloromethane;

upstream raw materials:

2-methyl-3-buten-2-ol

3-methoxy-5-[(E)-2-phenylvinyl]phenol

methyl 2,4-dimethoxy-6-methylbenzoate

2-bromomethyl-4,6-dimethoxy-benzoic acid methyl ester

Refernces

• 1、 Ji, Xing-Yue,Chen, Jin-Hua,Zheng, Guang-Hui,Huang, Meng-Hao,Zhang, Lei,Yi, Hong,Jin, Jie,Jiang, Jian-Dong,Peng, Zong-Gen,Li, Zhuo-Rong. "Design and Synthesis of Cajanine Analogues against Hepatitis C Virus through Down-Regulating Host Chondroitin Sulfate N-Acetylgalactosaminyltransferase 1". . p. 10268 - 10284. Retrieved 2016/12/07.
• 2、 -. "CAJANINE STRUCTURE ANALOGOUS COMPOUND, PREPARATION METHOD AND USE". . . Retrieved 2015/01/06.