12-Hydroxyisobakuchiol

Base Information

• Chemical Name: 12-Hydroxyisobakuchiol
• CAS No.: 178765-55-4
• Molecular Formula: C18H24O2
• Molecular Weight: 272.38200
• Mol file: 178765-55-4.mol

Synonyms:

Chemical Property of 12-Hydroxyisobakuchiol

Chemical Property:

• PSA: 40.46000
• LogP: 4.31490

Purity/Quality:

99%+, ^*data from raw suppliers

12-Hydroxyisobakuchiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 12-Hydroxyisobakuchiol

There total 3 articles about 12-Hydroxyisobakuchiol 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: 85.0%

4-((3S,E)-3-(2-(3,3-dimethyloxiran-2-yl)ethyl)-3-methylpenta-1,4-dien-1-yl) phenol → 3-hydroxy-Δ1-bakuchiol (178765-55-4)

Guidance literature:

With aluminum isopropoxide; In toluene; at 110 ℃; for 7h;

DOI:10.5012/bkcs.2012.33.7.2378

Reference yield: 64.0%

12,13-diolbakuchiol (1026776-43-1) → C18H24O2 (1026776-44-2) + 3-hydroxy-Δ1-bakuchiol (178765-55-4)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmc.2007.11.054

Reference yield:

bakuchiol (17015-60-0,93998-10-8,10309-37-2) → 3-hydroxy-Δ1-bakuchiol (178765-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h

2: aluminum isopropoxide / toluene / 7 h / 110 °C

With aluminum isopropoxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene;

DOI:10.5012/bkcs.2012.33.7.2378

upstream raw materials:

12,13-diolbakuchiol

bakuchiol

Refernces

• 1、 Chen, Hongli,Du, Xiaolong,Tang, Wei,Zhou, Yu,Zuo, Jianping,Feng, Huijin,Li, Yuanchao. "Synthesis and structure-immunosuppressive activity relationships of bakuchiol and its derivatives". . p. 2403 - 2411. Retrieved 2008/09/21.