(Z)-9-Hydroxy-4-decenoic acid lactone

Base Information

• Chemical Name: (Z)-9-Hydroxy-4-decenoic acid lactone
• CAS No.: 69980-00-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.23
• Mol file: 69980-00-3.mol

Synonyms:(-)-phoracantholide-J;(R)-phoracantholide J;(Z)-(R)-10-Methyl-3,4,7,8,9,10-hexahydro-oxecin-2-one;phoracantholide J;

Chemical Property of (Z)-9-Hydroxy-4-decenoic acid lactone

Chemical Property:

• PSA: 26.30000
• LogP: 2.43840

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-9-Hydroxy-4-decenoic acid lactone

There total 21 articles about (Z)-9-Hydroxy-4-decenoic acid lactone 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: 90.0%

thiocarbonic acid O-(2-methyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecin-4-yl) ester O-phenyl ester (866044-10-2) → (-)-phoracantholide-J (69980-00-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1.5h; Heating;

DOI:10.1021/ol051854x

Reference yield: 34.0%

(R)-hept-6-en-2-yl pent-4-enoate (1173105-50-4) → (R,E)-10-methyl-3,4,7,8,9,10-hexahydro-2H-oxecin-2-one + (-)-phoracantholide-J (69980-00-3)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 72h; Reflux;

DOI:10.1016/j.tetasy.2009.03.027

Reference yield:

(9R,4Z)-9-hydroxydec-4-enoic acid (85881-63-6) → (-)-phoracantholide-J (69980-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine / benzene / 1 h

2: AgClO₄ / benzene / 0.25 h / Heating

With silver perchlorate; triphenylphosphine; In benzene;

upstream raw materials:

(Z)-(R)-9-Hydroxy-dec-4-enethioic acid S-pyridin-2-yl ester

thiocarbonic acid O-(2-methyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecin-4-yl) ester O-phenyl ester

2-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-trimethylsilanyl-hexahydro-cyclopenta[b]furan-6a-ol

cyclopent-2-enone

Downstream raw materials:

(R)-(-)-phoracantholide I