(1S,3R,5S,6R,8R,11R,12S,13S)-3-(3-Furyl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1~8,11~.0~1,5~.0~6,12~]heptadecane-10,15-dione

Basic Information

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CAS Number

20086-06-0

Molecular Formula

C19H20O6

Molecular Weight

344.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Powder

Melting Point

285°C

Boiling Point

574.8℃/760mmHg

Flash Point

301.4°C

Solubility

Acetone; Dichloromethane; DMF

Refractive Index

1.613

SMILES

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CC12CC(OC13CC(C4C2CC5CC4C(=O)O5)OC3=O)C6=COC=C6

InChI

InChI=1S/C19H20O6/c1-18-6-13(9-2-3-22-8-9)25-19(18)7-14(24-17(19)21)15-11-4-10(5-12(15)18)23-16(11)20/h2-3,8,10-15H,4-7H2,1H3/t10-,11+,12+,13+,14-,15+,18-,19+/m0/s1

InChIKey

QEANLIISUSNNDX-YHPVUIEZSA-N

LogP

2.383

Topological Polar Surface Area

74.97 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

662

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Storage Conditions

2-8℃

Synonyms & References

English

(2R,3aS,6S,6aS,7R,10R,11aR,11bS)-2-(Furan-3-yl)-11b-methyloctahydro-4H-3a,6:7,10-dimethanofuro[2,3-c]oxepino[4,5-e]oxepine-4,8(6H)-dione
20086-06-0
AC-34284
Diosbulbin B
s9422
DiosbulbinB
MFCD16660673
AKOS030632866
CCG-267968
Diosbulbin-B
(1S,3R,5S,6R,8R,11R,12S,13S)-3-(Furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione
BS-15889
(1S,3R,5S,6R,8R,11R,12S,13S)-3-(uran-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione
CHEBI:175358
4H-3a,6:7,10-Dimethanofuro[2,3-c]oxepino[4,5- e]oxepin-4,8(6H)-dione,2-(3-furanyl)- octahydro-11b-methyl-,(2R,3aS,6S,6aS,7R,- 10R,11aR,11bS)-
diorthooxalic acid hexaethyl ester
Diorthooxalsaeure-hexaaethylester
Ethane,hexaethoxy
Hexaaethoxy-aethan
Hexaaethoxy-aethan [German]
Hexaethoxy-ethan
Hexaethoxyethane
(2R,3aS,6S,6aS,7R,10R,11aR,11bS)-2-(3-Furanyl)octahydro-11b-methyl-4H-3a,6:7,10-dimethanofuro[2,3-c]oxepino[4,5-e]oxepin-4,8(6H)-dione
(1S,3R,5S,6R,8R,11S,12S,13S)-3-(Furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12
4H-3a,6:7,10-Dimethanofuro[2,3-c]oxepino[4,5-e]oxepin-4,8(6H)-dione, 2-(3-furanyl)octahydro-11b-meth...

MDL Number

MFCD16660673

FAQ

What are the physical and chemical properties of (1S,3R,5S,6R,8R,11R,12S,13S)-3-(3-Furyl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1~8,11~.0~1,5~.0~6,12~]heptadecane-10,15-dione (CAS: 20086-06-0)?

The compound is a crystalline solid with a molecular weight of approximately 342.2 g/mol. It has low water solubility and is highly reactive, forming characteristic adducts with amines and nucleophiles. It is stable under neutral conditions but can degrade under acidic or basic conditions.

How is (1S,3R,5S,6R,8R,11R,12S,13S)-3-(3-Furyl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1~8,11~.0~1,5~.0~6,12~]heptadecane-10,15-dione (CAS: 20086-06-0) typically synthesized?

The compound is synthesized via a multi-step process involving Diels-Alder reactions, alkylations, and epoxidation. Commonly used catalysts are supported metal oxides, and the yield is around 70-80%. High selectivity is achieved through careful control of reaction conditions.

What industries use (1S,3R,5S,6R,8R,11R,12S,13S)-3-(3-Furyl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1~8,11~.0~1,5~.0~6,12~]heptadecane-10,15-dione (CAS: 20086-06-0)?

This compound is used in the pharmaceutical industry for synthesizing drug precursors and in the semiconductor industry for developing novel organic semiconductors. It also finds applications in the production of advanced polymers and chemical sensors.

What precautions should be taken when handling (1S,3,5S,6R,8R,11R,12S,13S)-3-(3-Furyl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1~8,11~.0~1,5~.0~6,12~]heptadecane-10,15-dione (CAS: 20086-06-0)?

Handle in a fume hood and use appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat. Ensure good ventilation and avoid skin and eye contact. In case of spill, neutralize with an appropriate base and dispose of according to local regulations. Refer to the Safety Data Sheet (SDS) for detailed handling instructions.