(9S,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methyl-2-butenoate

Basic Information

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CAS Number

73069-27-9

Molecular Formula

C21H22O7

Molecular Weight

386.4 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

Boiling Point

486.817 ℃ at 760 mmHg

Solubility

,DMSO,Methanol,Acetontrile

SMILES

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CC=C(C)C(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C

InChI

InChI=1S/C21H22O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19-/m0/s1

InChIKey

XGPBRZDOJDLKOT-NXIDYTHLSA-N

LogP

3.446200000000002

Topological Polar Surface Area

92.04 Å²

Hydrogen Bond Donor/Acceptor

0 / 7

Complexity

720

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

Praeruptorin A
[(9S,10S)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate
2-Butenoic acid, 2-methyl-,(9S,10S)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester, (2Z)-
(+)-Praeruptorin A
CCRIS 7247
CCG-268478
CS-0007121
DTXSID20653395
MS-26376
(+/-)-PRAERUPTORINA
s9388
MFCD23105643
(9S,10S)-10-(Acetyloxy)-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl (2Z)-2-methylbut-2-enoate
(-)-Praeruptorin A
73069-27-9
( inverted exclamation markA)-Praeruptorin A
HY-N0081
14017-71-1
AKOS016011014
CHEMBL2376509
(+-)-Praeruptorin A
73069-25-7
benzo[1,2-b:3,4-b']dipyran-9-ylester, (2Z)-
praeruptorin C
isopteryxin
praeruptorin-a
HMS3342I13

MDL Number

MFCD23105643

FAQ

What are the physical and chemical properties of (9S,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methyl-2-butenoate (CAS: 73069-27-9)?

This compound is a crystalline solid with a molecular weight of approximately 408.4 g/mol. It has a low water solubility but is soluble in organic solvents like ethanol and acetone. Chemically, it is known for its reactivity, particularly with nucleophiles and electrophiles, and it can undergo various transformations such as ester hydrolysis and acetylation.

How is (9S,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methyl-2-butenoate (CAS: 73069-27-9) typically synthesized?

This compound is typically synthesized via a multi-step process involving acetylation of the chromenone, followed by esterification with (2Z)-2-methyl-2-butenoic acid. The synthesis involves the use of acetic anhydride and a strong acid catalyst, such as sulfuric acid, and proceeds with high selectivity and good yield.

What industries use (9S,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methyl-2-butenoate (CAS: 73069-27-9)?

This compound is primarily used in the pharmaceutical industry for its potential as an intermediate in drug synthesis. It may also find applications in the polymer industry, where it could be used as a monomer or crosslinking agent, and in sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling (9S,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methyl-2-butenoate (CAS: 73069-27-9)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn when handling this compound. Work should be conducted in a fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.