(3R,4R)-4-(3,4-Dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone

Basic Information

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CAS Number

7770-78-7

Molecular Formula

C21H24O6

Molecular Weight

372.42 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

98.0 to 102.0 deg-C

Boiling Point

567°C at 760 mmHg

Density

1.2270

Flash Point

198.8°C

Solubility

DMSO: 34 mg/mL with heating and sonicating, soluble

Refractive Index

1.576

SMILES

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COc1cc(ccc1OC)C[C@H]1COC(=O)[C@@H]1Cc1ccc(c(c1)OC)O

InChI

InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1

InChIKey

NQWVSMVXKMHKTF-JKSUJKDBSA-N

LogP

2.9924000000000013

Topological Polar Surface Area

74.22000000000001 Å²

Hydrogen Bond Donor/Acceptor

1 / 6

Complexity

483

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

arctigenin
2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-,(3R,4R)
(-)-ARCTIGENIN
ARCTIGENIN(P)
(-)-antirhine
(−)-Arctigenin
(-)-Arctigenin, Arctium lappa
(-)-arctigenine
(2S)-2-[(2S,12bS)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]but-3-en-1-ol
(3R,4R)-4-(3,4-dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
2-(1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-but-3-en-1-ol
(3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone
2(3H)-Furanone
U76MR9VS6M
NQWVSMVXKMHKTF-JKSUJKDBSA-N
C21H24O6
2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)-
2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-
(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
(3R,4R
(-)-Arctigenin
Arctigenin

MDL Number

MFCD00870597

FAQ

What is (3R,4R)-4-(3,4-Dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone (CAS: 7770-78-7)?

This compound is a synthetic organic molecule with the chemical formula C19H20O6. It features a dihydrofuranone ring substituted with two benzyl groups containing methoxy and hydroxy functionalities. Known for its hydrophobic properties and structural complexity, it is commonly used as an intermediate in pharmaceutical and chemical research. Its molecular structure includes stereocenters, contributing to its potential biological activity.

What are the main uses of (3R,4R)-4-(3,4-Dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone (CAS: 7770-78-7)?

Primarily used in pharmaceutical research, this compound serves as a key intermediate in the synthesis of bioactive molecules and drug candidates. It is also applied in organic chemistry for developing new materials and in fragrance chemistry due to its aromatic properties. Its unique structure makes it valuable for studying molecular interactions and functional group modifications in research settings.

Is (3R,4R)-4-(3,4-Dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone (CAS: 7770-78-7) safe?

While not classified as highly toxic, this compound requires careful handling to ensure safety. Protective measures include wearing gloves, goggles, and a lab coat, and avoiding inhalation or skin contact. It should be stored in a well-ventilated area and handled in accordance with standard chemical safety protocols. Always follow OSHA guidelines and consult safety data sheets (SDS) for specific precautions.

How should (3R,4R)-4-(3,4-Dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone (CAS: 7770-78-7) be stored?

Store in a cool, dry place at 2-8°C, away from direct light and moisture. Use a sealed, airtight container to maintain stability. Avoid exposure to heat and humidity to prevent degradation. Keep in a ventilated area with proper ventilation to minimize risk. Ensure storage conditions comply with chemical safety standards for long-term preservation.