(1aR,2E,4aR,6S,7S,7aR,8R,11aS)-4a,8-Diacetoxy-1,1,3,6-tetramethyl-9-methylene-4-oxo-1a,4,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1H-cyclopenta[a]cyclopropa[f][11]annulen-7-yl benzoate | CAS No. 218916-52-0

(1aR,2E,4aR,6S,7S,7aR,8R,11aS)-4a,8-Diacetoxy-1,1,3,6-tetramethyl-9-methylene-4-oxo-1a,4,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1H-cyclopenta[a]cyclopropa[f][11]annulen-7-yl benzoate

Basic Information

CAS Number

218916-52-0

Molecular Formula

C31H38O7

Molecular Weight

522.64 g/mol

AD

Basic Physical Properties

Physical State

Powder

Boiling Point

595.5±50.0℃ at 760 mmHg

Solubility

Ethyl Acetate

C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)c3ccccc3)[C@H](C(=C)CC[C@H]4[C@H](C4(C)C)/C=C(/C2=O)\C)OC(=O)C)OC(=O)C

InChI

InChI=1S/C31H38O7/c1-17-13-14-23-24(30(23,6)7)15-18(2)28(34)31(38-21(5)33)16-19(3)27(25(31)26(17)36-20(4)32)37-29(35)22-11-9-8-10-12-22/h8-12,15,19,23-27H,1,13-14,16H2,2-7H3/b18-15+/t19-,23-,24+,25-,26-,27-,31+/m0/s1

InChIKey

JPYYWXPAHJBKJX-VWSFRBHVSA-N

LogP

5.239200000000006

Topological Polar Surface Area

95.97000000000003 Ų

Hydrogen Bond Donor/Acceptor

0 / 7

Complexity

1030

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

  • 4H-Cyclopenta[a]cyclopropa[f]cycloundecen-4-one,4a,8-bis(acetyloxy)-7-(benzoyloxy)-1,1a,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1,1,3,6-tetramethyl-9-methylene-,(1aR,2E,4aR,6S,7S,7aR,8R,11aS)-rel-(+)-
  • (1aR,2E,4aR,6S,7S,7aR,8R,11aS)-4a,8-Bis(acetyloxy)-7-(benzoyloxy)-1,1a,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1,1,3,6-tetramethyl-9-methylene-4H-cyclopenta[a]cyclopropa[f]cycloundecen-4-one
  • 5,15-Diacetyl-3-benzoyllathyrol
  • Euphorbia factor L3
  • Phytoclear EL-1
  • 4H-Cyclopenta[a]cyclopropa[f]cycloundecen-4-one,4a,8-bis(acetyloxy)-7-(benzoyloxy)-1,1a,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro
  • 4H-Cyclopenta[a]cyclopropa[f]cycloundecen-4-one,4a,8-bis(acetyloxy)-7-(benzoyloxy)-1,1a,4a,5,6...
  • Diacetyl benzoyl lathyrol
  • Lathyrol-3,15-diacetate-5-benzoate
  • Gongjinhyang seol whitening intensive cream
  • Euphporbia factor L3
  • [(1R,12S)-1,11-Diacetyloxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-13-tricyclo[10.3.0.05,7]pentade
  • 5,15-Diacetyl-3-benzoyllathyrol; Euphorbia factor L3
  • [(3E)-1,11-diacetyloxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-13-tricyclo[10.3.0.05,7]pentadec-3-
  • 5,15-Diacetyl-3-benzoyllathyrol,Lathyrol-3,15-diacetate-5-benzoate

MDL Number

MFCD09752801

FAQ

What are the physical and chemical properties of (1aR,2E,4aR,6S,7S,7aR,8R,11aS)-4a,8-Diacetoxy-1,1,3,6-tetramethyl-9-methylene-4-oxo-1a,4,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1H-cyclopenta[a]cyclopropa[f][11]annulen-7-yl benzoate (CAS: 218916-52-0)?

The compound is a solid at room temperature with a crystalline form. Its molecular weight is approximately 600 g/mol. It is slightly soluble in organic solvents like dichloromethane and acetone. Chemically, it is reactive towards bases and can undergo ring-opening reactions. It does not dissolve in water or alcohols. It is not highly reactive but can undergo ester hydrolysis under basic conditions.

How is (1aR,2E,4aR,6S,7S,7aR,8R,11aS)-4a,8-Diacetoxy-1,1,3,6-tetramethyl-9-methylene-4-oxo-1a,4,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1H-cyclopenta[a]cyclopropa[f][11]annulen-7-yl benzoate (CAS: 218916-52-0) typically synthesized?

The compound is typically synthesized via a multistep process involving the condensation of a suitable keto compound with an appropriate alcohol, followed by acetylation, ring closure, and benoylation. The synthesis involves the use of strong acids and bases, and the reaction is carried out under mild or moderate conditions. The yield is around 70-80%, and the selectivity is high for the desired product.

What industries use (1aR,2E,4aR,6S,7S,7aR,8R,11aS)-4a,8-Diacetoxy-1,1,3,6-tetramethyl-9-methylene-4-oxo-1a,4,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1H-cyclopenta[a]cyclopropa[f][11]annulen-7-yl benzoate (CAS: 218916-52-0)?

This compound is used in the pharmaceutical industry, particularly in the synthesis of complex natural products and drug intermediates. It can also find applications in the polymer industry for the development of novel materials and in the semiconductor industry for the production of advanced electronic components. Additionally, it may be used in the sensor industry for detecting specific chemical compounds.

What precautions should be taken when handling (1aR,2E,4aR,6S,7S,7aR,8R,11aS)-4a,8-Diacetoxy-1,1,3,6-tetramethyl-9-methylene-4-oxo-1a,4,4a,5,6,7,7a,8,9,10,11,11a-dodecahydro-1H-cyclopenta[a]cyclopropa[f][11]annulen-7-yl benzoate (CAS: 218916-52-0)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. Handle the compound in a well-ventilated area or a fume hood to minimize inhalation of vapors. Store the compound in a cool, dry place away from direct sunlight. In the event of a spill, contain the spill using absorbent materials and dispose of the waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for comprehensive safety information.

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