OXYPEUCEDANIN

Base Information

• Chemical Name: OXYPEUCEDANIN
• CAS No.: 737-52-0
• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.284
• Hs Code.: 29329990
• Mol file: 737-52-0.mol

Synonyms:7H-Furo[3,2-g][1]benzopyran-7-one,4-(2,3-epoxy-3-methylbutoxy)- (8CI); 7H-Furo[3,2-g][1]benzopyran-7-one,4-[(3,3-dimethyloxiranyl)methoxy]- (9CI); (RS)-Oxypeucedanin; (?à)-Oxypeucedanin;5-Epoxyisopentenyloxypsoralene

Chemical Property of OXYPEUCEDANIN

Chemical Property:

• Vapor Pressure: 5.41E-09mmHg at 25°C
• Melting Point: 141-142 °C
• Boiling Point: 469.6oC at 760 mmHg
• Flash Point: 237.8oC
• PSA: 65.11000
• Density: 1.36g/cm3
• LogP: 3.09540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oxypeucedanin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Oxypeucedanin is a derivative of Psoralen (P839800) which are phytoalexins; they are used by plants in a defensive response to attacks by fungi and insects. They have also shown photosensitizing and phototoxic effects in animals and humans and have been used in photochemotherapy for management of vitiligo, psoriasis, and mycosis fungoides. Used as photochemical probe in biological systems.

Technology Process of OXYPEUCEDANIN

There total 5 articles about OXYPEUCEDANIN 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: 86.0%

isoimperatorin (482-45-1) → oxypeucedanin (737-52-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -10 - 20 ℃; for 3.5h;

DOI:10.1039/b601096b

Reference yield:

bergaptol (486-60-2) → oxypeucedanin (737-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / K₂CO₃ / acetone / 1 h / Heating

2: 86 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 3.5 h / -10 - 20 °C

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1039/b601096b

Reference yield:

bergapten (484-20-8) → oxypeucedanin (737-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / BBr₃ / CH₂Cl₂ / 2 h / 20 °C

2: 74 percent / K₂CO₃ / acetone / 1 h / Heating

3: 86 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 3.5 h / -10 - 20 °C

With boron tribromide; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1039/b601096b

upstream raw materials:

isoimperatorin

bergaptol

bergapten

prenyl bromide

Downstream raw materials:

oxypeucedanin hydrate

saxalin

Pabulenol

Refernces

• 1、 Barr,Boyd,Sharma,Evans,Malone,Mehta. "Resolution of prenyl bromohydrin esters and derivatives: Synthesis of the quinoline alkaloid (+)-(R)- and (-)-(S)-lunacridine". . p. 11219 - 11234. Retrieved 2007/10/02.