PHOMALACTONE

Base Information

• Chemical Name: PHOMALACTONE
• CAS No.: 28921-94-0
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.166
• Hs Code.: 2941900000
• Mol file: 28921-94-0.mol

Synonyms:2H-Pyran-2-one,5,6-dihydro-5-hydroxy-6-(1-propenyl)-, [5S-[5a,6a(E)]]-; 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-(1E)-1-propenyl-, (5S,6S)-(9CI); 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-propenyl- (8CI);(+)-Phomalactone; Phomalactone

Chemical Property of PHOMALACTONE

Chemical Property:

• Vapor Pressure: 0.000105mmHg at 25°C
• Boiling Point: 329.2°Cat760mmHg
• Flash Point: 151°C
• PSA: 46.53000
• Density: 1.155g/cm³
• LogP: 0.40500

Purity/Quality:

≥95% ^*data from raw suppliers

Phomalactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Phomalactone is a fungal metabolite that has been found in N. sphaerica and has fungicidal activity. It is active against strains of the plant pathogenic fungi C. sasaki, P. graminicola, M. griesea, P. capsica, and P. infestans (IC50s = 200, 120, 83, 120, and 0.83 mg/L, respectively), but not F. oxysporum, A. alternate, B. cinerea, or C. gloeosporioides (IC50s = >200 mg/L for all). Phomalactone is also active against the plant pathogenic fungi A. niger and O. minus (MICs = 62.5 and 125 μg/ml, respectively).

Technology Process of PHOMALACTONE

There total 14 articles about PHOMALACTONE 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: 79.0%

(5S,6S)-6-((E)-Propenyl)-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one (222052-52-0) → (+)-phomalactone (28921-94-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1016/S0040-4039(98)02675-6

Reference yield: 62.0%

(5S,6S)-5,6-dihydro-6-((E)-1'-propenyl)-5-tetrahydropyranyloxy-2H-pyran-2-one (107741-17-3) → (+)-phomalactone (28921-94-0)

Guidance literature:

With amberlyst-15; In methanol; for 3h; Ambient temperature;

DOI:10.1271/bbb1961.51.2055

Reference yield: 29.0%

(S)-((E)-6-Propenyl)-pyran-2,5-dione → (+)-phomalactone (28921-94-0) + (5R,6S)-5,6-dihydro-5-hydroxy-6-((E)-1'-propenyl)-2H-pyran-2-one (107741-12-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; In acetic acid; isopropyl alcohol; at -5 ℃; for 1h;

upstream raw materials:

(5S,6S)-5,6-dihydro-6-((E)-1'-propenyl)-5-tetrahydropyranyloxy-2H-pyran-2-one

(5S,6S)-6-((E)-Propenyl)-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one

(5S,6S)-4-[(R)-2-(1-Ethyl-1-methoxy-propyl)-pyrrolidin-1-yl]-6-((E)-propenyl)-5-(2-trimethylsilanyl-ethoxy)-5,6-dihydro-pyran-2-one

(+/-)-(E)-1-(2-furyl)but-2-en-1-ol

Downstream raw materials:

(+)-asperlin