(5R,5aR,8aR,9R)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one

Basic Information

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CAS Number

40505-27-9

Molecular Formula

C21H20O8

Molecular Weight

400.38 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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Cryst.

Boiling Point

626.5 °C at 760 mmHg

Density

1.446

Flash Point

224.4 °C

Solubility

,Methanol, Acetontrile, DMSO

Refractive Index

1.637

SMILES

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O=C1OC[C@]2([H])[C@@H](O)C3=C(C=C4OCOC4=C3)[C@@H](C5=CC(OC)=C(O)C(OC)=C5)[C@]21[H]

InChI

InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19-/m0/s1

InChIKey

YVCVYCSAAZQOJI-BTINSWFASA-N

LogP

2.1062

Topological Polar Surface Area

103.68000000000002 Å²

Hydrogen Bond Donor/Acceptor

2 / 8

Complexity

614

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

4'-Demethylpodophyllotoxin
9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
4-demethylepipodophyllotoxin
4-demethylpodophyllotoxin
4'-Demethyl-Podophyllotoxin
4-Demethyl-Podophyllotoxin
4'-demethylpodophyllotoxine
4'-O-demethylpodophyllotoxin
AC1L3V1F
BRN 0099005
CHEBI:1730
podophyllotoxin
(5R,5aR,8aR,9R)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
7N5E50463V
Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5ah)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R-(5-alpha,5a-beta,8a-alpha,9-alpha))-
(5R,5aR,8aR,9R)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]n
Podophyllotoxin, 4'-demethyl,4'-O-Demethylpodophyllotoxin
(5R,5aR,8aR,9R)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one

MDL Number

MFCD01725607

FAQ

What are the physical and chemical properties of (5R,5aR,8aR,9R)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one (CAS: 40505-27-9)?

The compound is a crystalline solid with a molecular weight of approximately 461.31 g/mol. It has a high solubility in organic solvents such as methanol and ethyl acetate. Chemically, it is moderately reactive, showing electrophilic aromatic substitution and nucleophilic addition reactions. It is stable under normal laboratory conditions but should be handled with care due to its reactivity.

How is (5R,5aR,8aR,9R)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one (CAS: 40505-27-9) typically synthesized?

This compound can be synthesized through condensation reactions of 4-hydroxy-3,5-dimethoxybenzaldehyde with a suitable furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one derivative, followed by hydroxylation to introduce the 9-hydroxy group. The synthesis involves the use of Lewis acids as catalysts and requires precise control of reaction conditions to achieve high yield and selectivity.

What industries use (5R,5aR,8aR,9R)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one (CAS: 40505-27-9)?

This compound is currently used in the pharmaceutical industry for the development of certain drug candidates. It may also find applications in the polymer industry for specific functional polymers, and in the chemical sensing sector for developing sensitive detection devices. Further research and development are ongoing to explore its potential in other sectors.

What precautions should be taken when handling (5R,5aR,8aR,9R)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one (CAS: 40505-27-9)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated environment or a fume hood to minimize exposure. Spills should be carefully managed using absorbent materials, and the area should be thoroughly cleaned. Always consult the Material Safety Data Sheet (MSDS) for specific guidelines and emergency procedures.