(3aR,4S,6aR,8S,9aR,9bS)-8-Hydroxy-3,6,9-tris(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)acrylate | CAS No. 35730-78-0

(3aR,4S,6aR,8S,9aR,9bS)-8-Hydroxy-3,6,9-tris(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)acrylate

Basic Information

CAS Number

35730-78-0

Molecular Formula

C19H22O6

Molecular Weight

346.38 g/mol

AD

Basic Physical Properties

Physical State

Powder

C=C1C[C@@H]([C@@H]2[C@H]([C@@H]3[C@H]1C[C@@H](C3=C)O)OC(=O)C2=C)OC(=O)C(=C)CO

InChI

InChI=1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2/t12-,13-,14-,15-,16+,17-/m0/s1

InChIKey

KHSCYOFDKADJDJ-JNNCMOEMSA-N

LogP

1.0575999999999999

Topological Polar Surface Area

93.06000000000002 Ų

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

690

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

  • 2-Propenoic acid,2-(hydroxymethyl)-,(3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]furan-4-ylester
  • 2-Propenoic acid,2-(hydroxymethyl)-,(3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(m...
  • 2-Propenoic acid,2-(hydroxymethyl)-,(3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno[4,5-b]fu
  • Cynaropicrin
  • CYNAROPICRIN(AS)
  • CYNAROPICRIN(SH)
  • (8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 2-(hydroxymethyl)prop-2-enoate
  • cynaporicrin
  • cynatratoside B
  • M9233789I9
  • MEGxp0_001095
  • BDBM50194430
  • 2-Propenoic acid, 2-(hydroxymethyl)-, (3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno(4,5-b)furan-4-yl ester
  • [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(h

MDL Number

MFCD09752784

FAQ

What are the physical and chemical properties of (3aR,4S,6aR,8S,9aR,9bS)-8-Hydroxy-3,6,9-tris(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)acrylate (CAS: 35730-78-0)?

The compound is a white crystalline solid with a molecular weight of approximately 338.34 g/mol. It has limited solubility in water but good solubility in common organic solvents like ethanol and acetone. Chemically, it is reactive due to the presence of the hydroxyl and acrylate groups, making it suitable for various chemical reactions. It exhibits good thermodynamic stability under normal conditions but requires mild conditions for synthesis and handling to prevent degradation.

How is (3aR,4S,6aR,8S,9aR,9bS)-8-Hydroxy-3,6,9-tris(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)acrylate (CAS: 35730-78-0) typically synthesized?

This compound is typically synthesized via a multistep process involving the condensation of azulene derivatives with acrylates in the presence of a palladium catalyst under microwave conditions. The reaction yields a high amount of the desired product with good selectivity, and the process is optimized for high yield and mild reaction conditions to ensure the quality of the final product.

What industries use (3aR,4S,6aR,8S,9aR,9bS)-8-Hydroxy-3,6,9-tris(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)acrylate (CAS: 35730-78-0)?

This compound finds applications in the pharmaceutical industry for its potential use in drug synthesis, particularly in the development of new pharmaceuticals due to its unique chemical properties. It is also used in polymer synthesis to enhance material properties and in the production of sensors for detecting specific chemical compounds. Additionally, it is explored for its potential use in semiconductor manufacturing due to its electronic properties.

What precautions should be taken when handling (3aR,4S,6aR,8S,9aR,9bS)-8-Hydroxy-3,6,9-tris(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)acrylate (CAS: 35730-78-0)?

Handling this compound requires appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be conducted in a fume hood to minimize exposure to harmful vapors. Spills should be cleaned up immediately using appropriate materials, and the compound should be stored in a cool, dry place away from direct sunlight and heat sources. Always refer to the Safety Data Sheet (SDS) for specific handling and storage instructions.

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