Oxypeucedanin hydrate

Base Information

• Chemical Name: Oxypeucedanin hydrate
• CAS No.: 2643-85-8
• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.299
• European Community (EC) Number: 866-277-2
• DSSTox Substance ID: DTXSID90949318
• Nikkaji Number: J64.882E
• Wikidata: Q27138170
• Metabolomics Workbench ID: 135274
• ChEMBL ID: CHEMBL454060
• Mol file: 2643-85-8.mol

Synonyms:aviprin

Chemical Property of Oxypeucedanin hydrate

Chemical Property:

• Vapor Pressure: 1.12E-12mmHg at 25°C
• Melting Point: 187-188℃
• Boiling Point: 544.3°C at 760 mmHg
• PKA: 13.80±0.20(Predicted)
• Flash Point: 283°C
• PSA: 93.04000
• Density: 1.386±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 2.04980
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 304.09468823
• Heavy Atom Count: 22
• Complexity: 460

Purity/Quality:

99%, ^*data from raw suppliers

Oxypeucedanin hydrate phyproof? Reference Substance ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)O)O
• Isomeric SMILES: CC(C)([C@@H](COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)O)O

Technology Process of Oxypeucedanin hydrate

There total 15 articles about Oxypeucedanin hydrate 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: 92.0%

oxypeucedanin (737-52-0) → oxypeucedanin hydrate (2643-85-8,24724-52-5,67814-56-6,133164-11-1)

Guidance literature:

With perchloric acid; In 1,4-dioxane; at 20 ℃; for 1h;

DOI:10.1039/b601096b

Reference yield:

C28H36O16 → D-Fructose (57-48-7,18875-34-8) + D-glucose (50-99-7) + 4-((R)-2,3-dihydroxy-3-methyl-butoxy)-furo[3,2-g]chromen-7-one (2643-85-8,24724-52-5,67814-56-6,133164-11-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 90 ℃; for 1h;

DOI:10.1016/j.phytochem.2020.112301

Reference yield:

R-(+)-oxypeucedanin hydrate sucrose ether → D-Fructose (57-48-7,18875-34-8) + D-glucose (50-99-7) + 4-((R)-2,3-dihydroxy-3-methyl-butoxy)-furo[3,2-g]chromen-7-one (2643-85-8,24724-52-5,67814-56-6,133164-11-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 90 ℃; for 1h;

DOI:10.1016/j.phytochem.2020.112301

upstream raw materials:

oxypeucedanin

isoimperatorin

bergaptol

bergapten

Downstream raw materials:

1,3,4,5-tetraacetoxy-cyclohexanecarboxylic acid 2-hydroxy-2-methyl-1-(7-oxo-7H-furo[3,2-g]chromen-4-yloxymethyl)-propyl ester

Refernces

• 1、 Feger, Wolfgang,Brandauer, Herbert,Gabris, Paulina,Ziegler, Herta. "Nonvolatiles of commercial lime and grapefruit oils separated by high-speed countercurrent chromatography". . p. 2242 - 2252. Retrieved 2007/10/03.
• 2、 Jimenez, Benedicto,Grande, Maria Concepcion,Anaya, Josefa,Torres, Pascual,Grande, Manuel. "Coumarins from Ferulago capillaris and F. brachyloba". . p. 1025 - 1031. Retrieved 2007/10/03.