5,5'-(1R,3aS,4S,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)

Basic Information

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CAS Number

133-04-0

Molecular Formula

C20H18O6

Molecular Weight

354.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

Powder

Melting Point

121°

Boiling Point

504.4 °C at 760 mmHg

Density

1.385

Flash Point

212.3 °C

Solubility

Ethyl Acetate; Acetontrile; DMSO

Refractive Index

1.623

Specific Rotation

D20 -118.6°; D23 -122° (chloroform)

SMILES

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c1cc2c(cc1[C@@H]3[C@@H]4CO[C@H]([C@@H]4CO3)c5ccc6c(c5)OCO6)OCO2

InChI

InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m1/s1

InChIKey

PEYUIKBAABKQKQ-FQZPYLGXSA-N

LogP

3.2192000000000007

Topological Polar Surface Area

55.38000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

482

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

(-)-Asarinin
L-Asarinin
ASARININ
EPI-SESAMIN
(-)-SESAMINE
ASARININ(RG)(SEE SESAMIN)
5,5'-[(1R,3aα,4S,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(1,3-benzodioxole)
5-[4-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-1-yl]-1,3-benzodioxole
(-)-5,5'-[(1R,3aα,4S,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[1,3-benzodioxole]
Asarinin, 98%, from Aristolochia debilis Sieb. & Zucc.
333JW641ML
Xanthoxyln S
Y0033
133A040
1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1R-(1alpha,3aalpha,4beta,6aalpha))-
Asarinin, (-)-,l-Asarinin,L-Asarinin,Xanthoxylin S,Desgeranyloxyarmatumin

MDL Number

MFCD00198067

Customs Code

2932999099

FAQ

What are the physical and chemical properties of 5,5'-(1R,3aS,4S,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-04-0)?

The compound has a crystalline form with a molecular weight of approximately 422.18 g/mol. It has good solubility in organic solvents like dichloromethane and acetone but is poorly soluble in water. Reactivity is moderate, with the compound being susceptible to oxidation under certain conditions. It exhibits low toxicity and is stable under normal storage conditions.

How is 5,5'-(1R,3aS,4S,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-04-0) typically synthesized?

This compound is typically synthesized via a multi-step process involving the reaction of a furan derivative with a benzodioxole compound under mild conditions. The process involves the formation of an intermediate and subsequent ring closing to form the final product. The yield is around 70-80%, and the reaction is carried out in the presence of a mild base.

What industries use 5,5'-(1R,3aS,4S,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-04-0)?

This compound finds applications in the pharmaceutical industry for its potential use in drug formulations, as well as in the polymer industry for its use in the synthesis of certain polymers. It is also used in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling 5,5'-(1R,3aS,4S,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-04-0)?

When handling this compound, it is important to wear appropriate personal protective equipment (PPE) such as gloves and goggles. The compound should be handled in a fume hood to minimize inhalation risk. In the event of a spill, it should be cleaned up carefully according to the Safety Data Sheet (SDS). Storage should be in a cool, dry place away from direct sunlight.