(1S,1'S,2S,6R,6'S,7'S,9'S)-6-Formyl-7'-hydroxy-5,5-dimethyl-10'-methylene-2',11'-dioxo-3'-oxaspiro[cyclohexane-1,5'-tricyclo[7.2.1.0~1,6~]dodecan]-2-yl acetate | CAS No. 16964-56-0

(1S,1'S,2S,6R,6'S,7'S,9'S)-6-Formyl-7'-hydroxy-5,5-dimethyl-10'-methylene-2',11'-dioxo-3'-oxaspiro[cyclohexane-1,5'-tricyclo[7.2.1.0~1,6~]dodecan]-2-yl acetate

Basic Information

CAS Number

16964-56-0

Molecular Formula

C22H28O7

Molecular Weight

404.46 g/mol

AD

Basic Physical Properties

Physical State

Powder

Solubility

N/A

CC(=O)O[C@@H]1[C@@]2([C@H]3[C@]4(C(=O)OC2)C(=O)C(=C)[C@@H](C4)C[C@@H]3O)[C@@H]([C@@](CC1)(C)C)C=O

InChI

InChI=1S/C22H28O7/c1-11-13-7-14(25)17-21(8-13,18(11)26)19(27)28-10-22(17)15(9-23)20(3,4)6-5-16(22)29-12(2)24/h9,13-17,25H,1,5-8,10H2,2-4H3/t13-,14+,15-,16+,17-,21+,22+/m1/s1

InChIKey

ORDKVFHKMGUXSQ-MVVUPFSZSA-N

LogP

1.6087999999999991

Topological Polar Surface Area

106.97000000000003 Ų

Hydrogen Bond Donor/Acceptor

1 / 7

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

  • Spiro[cyclohexane-1,4'(3'H)-[1H-7,9a]methanocyclohepta[c]pyran]-2-carboxaldehyde,6-(acetyloxy)hexahydro-5'-hydroxy-3,3-dimethyl-8'-methylene-1',9'-dioxo-,(1S,2R,4'aS,5'S,7'S,9'aS)-
  • Isodonal
  • Spiro[cyclohexane-1,4'(3'H)-[1H-7,9a]methanocyclohepta[c]pyran]-2-carboxaldehyde,6-(acetyloxy)hexahydro-5'-hydroxy-3,3-dimeth
  • [(1R,4aS,6aS,9R,11S,11aS,11bS)-1-formyl-11-hydroxy-2,2-dimethyl-8-methylidene-6,7-dioxodecahydro-6a,9-methanocyclohepta[c]chromen-11b(1H,6H)-yl]methyl acetate
  • 6-formyl-5'-hydroxy-5,5-dimethyl-8'-methylidene-1',9'-dioxohexahydrospiro[cyclohexane-1,4'-[2]oxa[7,9a]methanocyclohepta[c]pyran]-2-yl acetate
  • (1S,2R,4'aβ,6S,7'S,9'aS)-6-(Acetyloxy)-4'a,5',6',7',8',9'-hexahydro-5'β-hydroxy-3,3-dimethyl-8'-ethylidene-1',9'-dioxospiro[cyclohexane-1,4'(3'H)-[1H-7,9a]methanocyclohepta[c]pyran]-2-carbaldehyde

MDL Number

MFCD00221762

FAQ

What are the physical and chemical properties of (1S,1'S,2S,6R,6'S,7'S,9'S)-6-Formyl-7'-hydroxy-5,5-dimethyl-10'-methylene-2',11'-dioxo-3'-oxaspiro[cyclohexane-1,5'-tricyclo[7.2.1.0~1,6~]dodecan]-2-yl acetate (CAS: 16964-56-0)?

This compound is a crystalline solid with a high molecular weight and low solubility in water but good solubility in organic solvents. It is relatively reactive due to the presence of the formyl group and the acetate ester. It decomposes above 150°C. This compound also exhibits moderate reactivity towards nucleophiles and good stability towards oxidizing agents.

How is (1S,1'S,2S,6R,6'S,7'S,9'S)-6-Formyl-7'-hydroxy-5,5-dimethyl-10'-methylene-2',11'-dioxo-3'-oxaspiro[cyclohexane-1,5'-tricyclo[7.2.1.0~1,6~]dodecan]-2-yl acetate (CAS: 16964-56-0) typically synthesized?

This compound is synthesized via a multi-step process involving the synthesis of the spirocyclic core, followed by transformations to introduce the formyl and hydroxy functionalities. Commonly, this involves a Wittig reaction, followed by an esterification step. The yield and selectivity of the reactions can be influenced by the choice of reagents and reaction conditions.

What industries use (1S,1'S,2S,6R,6'S,7'S,9'S)-6-Formyl-7'-hydroxy-5,5-dimethyl-10'-methylene-2',11'-dioxo-3'-oxaspiro[cyclohexane-1,5'-tricyclo[7.2.1.0~1,6~]dodecan]-2-yl acetate (CAS: 16964-56-0)?

This compound is used in the pharmaceutical industry for the synthesis of complex natural products and as a building block in organic synthesis. It is also explored in the field of polymer science for developing new materials with specific properties. Additionally, its use in sensor technology and semiconductor applications is under investigation.

What precautions should be taken when handling (1S,1'S,2S,6R,6'S,7'S,9'S)-6-Formyl-7'-hydroxy-5,5-dimethyl-10'-methylene-2',11'-dioxo-3'-oxaspiro[cyclohexane-1,5'-tricyclo[7.2.1.0~1,6~]dodecan]-2-yl acetate (CAS: 16964-56-0)?

When handling this compound, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Handle in a well-ventilated area or a fume hood to avoid inhalation. Dispose of any waste according to local hazardous waste regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.

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