7-[(E)-7-hydroxy-3,7-dimethyl-6-oxooct-2-enoxy]chromen-2-one

Base Information

• Chemical Name: 7-[(E)-7-hydroxy-3,7-dimethyl-6-oxooct-2-enoxy]chromen-2-one
• CAS No.: 36413-96-4
• Molecular Formula: C19H22O5
• Molecular Weight: 330.381
• NSC Number: 286307
• DSSTox Substance ID: DTXSID30418513
• Nikkaji Number: J1.998.979H
• Wikidata: Q82229076
• Pharos Ligand ID: X4FRQ84G67XG
• ChEMBL ID: CHEMBL2003049
• Mol file: 36413-96-4.mol

Synonyms:36413-96-4;7-[(E)-7-hydroxy-3,7-dimethyl-6-oxooct-2-enoxy]chromen-2-one;CHEMBL2003049;NSC286307;SCHEMBL14351066;DTXSID30418513;BDBM50428433;NSC-286307;7-[[(2E)-3,7-Dimethyl-6-oxo-7-hydroxy-2-octenyl]oxy]coumarin

Chemical Property of 7-[(E)-7-hydroxy-3,7-dimethyl-6-oxooct-2-enoxy]chromen-2-one

Chemical Property:

• Vapor Pressure: 1.21E-12mmHg at 25°C
• Boiling Point: 543.5°Cat760mmHg
• Flash Point: 194.5°C
• Density: 1.189g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 330.14672380
• Heavy Atom Count: 24
• Complexity: 532

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)CCC(=O)C(C)(C)O
• Isomeric SMILES: C/C(=C\COC1=CC2=C(C=C1)C=CC(=O)O2)/CCC(=O)C(C)(C)O

Technology Process of 7-[(E)-7-hydroxy-3,7-dimethyl-6-oxooct-2-enoxy]chromen-2-one

There total 6 articles about 7-[(E)-7-hydroxy-3,7-dimethyl-6-oxooct-2-enoxy]chromen-2-one 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: 77.0%

7-(6,7-dihydroxy-3,7-dimethyloct-2E-enyloxy)chromen-2-one (130548-21-9) → 7-(7-hydroxy-3,7-dimethyl-6-oxooct-2E-enyloxy)chromen-2-one (36413-96-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2003.10.106

Reference yield: 8.0%

auraptene (495-02-3) → 7-(7-hydroxy-3,7-dimethyl-6-oxooct-2E-enyloxy)chromen-2-one (36413-96-4) + 7-(6,7-dihydroxy-3,7-dimethyloct-2E-enyloxy)chromen-2-one (130548-21-9) + (8'-hydroxy-3',7'-dimethyl-2',6'-octadienyl)-7-oxy-cooumarin (108354-46-7) + Epoxyaurapten (21499-17-2) + (8'-hydroxy-3',7'-dimethyl-2'-octenyl)-7-oxy-cooumarin + 7-((2E,6Z)-8-Hydroxy-3,7-dimethyl-octa-2,6-dienyloxy)-chromen-2-one

Guidance literature:

In water; at 27 ℃; for 24h; Product distribution; biotransformation with Norcadia alba DSM 43130, culture medium: glucose, meat extract, cornsteep solid, peptone, pH 7.4; other bacteria;

Reference yield: 6.4%

(E)-7-<<5-(3,3-dimethyloxiranyl)-3-methyl-2-pentenyl>oxy>-2H-1-benzopyran-2-one (36414-00-3) → 7-(7-hydroxy-3,7-dimethyl-6-oxooct-2E-enyloxy)chromen-2-one (36413-96-4)

Guidance literature:

In dimethyl sulfoxide; at 37 ℃; for 72h; Pseudomonas aeruginosa, culture broth from bouillon powder;

upstream raw materials:

(E)-7-<<5-(3,3-dimethyloxiranyl)-3-methyl-2-pentenyl>oxy>-2H-1-benzopyran-2-one

auraptene

7-(6,7-dihydroxy-3,7-dimethyloct-2E-enyloxy)chromen-2-one

7-hydroxy-2H-chromen-2-one