argentilactone

Base Information

• Chemical Name: argentilactone
• CAS No.: 64543-31-3
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.274
• Mol file: 64543-31-3.mol

Synonyms:2H-Pyran-2-one,6-(1-heptenyl)-5,6-dihydro-, [R-(Z)]-; 2H-Pyran-2-one,6-(1Z)-1-heptenyl-5,6-dihydro-, (6R)- (9CI); (-)-Argentilactone;(R)-Argentilactone; Argentilactone; R-(-)-Argentilactone

Chemical Property of argentilactone

Chemical Property:

• PSA: 26.30000
• LogP: 2.99460

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of argentilactone

There total 61 articles about argentilactone 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%

(4S,6R)-6-((Z)-Hept-1-enyl)-4-hydroxy-tetrahydro-pyran-2-one (109519-26-8) → (-)-5R-5-hydroxydodeca-Z,Z-2,6-dienoic acid lactone (64543-31-3)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at -50 ℃;

DOI:10.1016/S0040-4039(00)85168-0

Reference yield: 85.0%

(R)-4-Benzenesulfonyl-6-((Z)-hept-1-enyl)-tetrahydro-pyran-2-one (118512-59-7,118512-60-0) → (-)-5R-5-hydroxydodeca-Z,Z-2,6-dienoic acid lactone (64543-31-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(00)87834-X

Reference yield: 79.0%

C12H20O2 → (-)-5R-5-hydroxydodeca-Z,Z-2,6-dienoic acid lactone (64543-31-3)

Guidance literature:

With N-iodo-succinimide; tetra-(n-butyl)ammonium iodide; In dichloromethane; at 20 ℃; for 0.833333h;

DOI:10.1055/a-1550-7659

upstream raw materials:

hexylidenetriphenylphosphoran

(6R)-6-(hydroxymethyl)-5,6-dihydro-2H-pyran-2-one

(4S,6R)-6-((Z)-Hept-1-enyl)-4-hydroxy-tetrahydro-pyran-2-one

(R)-4-Benzenesulfonyl-6-((Z)-hept-1-enyl)-tetrahydro-pyran-2-one

Downstream raw materials:

3(S),4(S)-dibenzoyloxy-6-(Z)-1-heptenyl-2(R,S)-hydroxy-tetrahydropyrane

2(S),3(S)-di-O-benzoyl-(Z)-6-dodecen-5(R)-olide