4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione

Base Information

• Chemical Name: 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
• CAS No.: 1891-29-8
• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.289
• Wikidata: Q105287437
• Mol file: 1891-29-8.mol

Synonyms:4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione;109402-60-0;4-Hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-3,3a,4,5-tetrahydroazuleno[4,5-b]furan-2,7(9aH,9bH)-dione;SCHEMBL235693;Azuleno[4,5-b]furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-, [3aR-(3a.alpha.,4.alpha.,9a.alpha.,9b.beta.)]-

Chemical Property of 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione

Chemical Property:

• Vapor Pressure: 1.2E-15mmHg at 25°C
• Melting Point: 228-233°
• Boiling Point: 575.6°Cat760mmHg
• PKA: 13.53±0.60(Predicted)
• Flash Point: 221.7°C
• PSA: 83.83000
• Density: 1.39g/cm³
• LogP: 0.28290
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 276.09977361
• Heavy Atom Count: 20
• Complexity: 583

Purity/Quality:

98%, ^*data from raw suppliers

Lactucin phyproof? Reference Substance ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(C3C(C(C1)O)C(=C)C(=O)O3)C(=CC2=O)CO
• Description: Lactucin, as lactucopicrin, is a sesquiterpene lactone contained in lettuce (Lactuca sativa).

Technology Process of 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione

There total 2 articles about 4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione 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:

lactucin-8-O-hypoglabrate → lactucin (1891-29-8) + 2-((3aS,3bR,4R,7S)-3,7-Dimethyl-1-oxo-3a,3b,4,5,6,7-hexahydro-1H-cyclopenta[1,3]cyclopropa[1,2]benzen-4-yl)-acrylic acid

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1016/S0031-9422(00)82668-0

Reference yield:

crepidiaside E (104778-11-2) → lactucin (1891-29-8)

Guidance literature:

With crude hesperidinase; In water; at 35 ℃; for 3h; Product distribution;

DOI:10.1248/cpb.34.2518

upstream raw materials:

crepidiaside E