21170-10-5 Usage
Uses
Used in Chemical Synthesis:
CIS-1,5-DIMETHYLBICYCLO[3.3.0]OCTANE-3,7-DIONE is used as a chemical intermediate for the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable building block in the development of new molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
CIS-1,5-DIMETHYLBICYCLO[3.3.0]OCTANE-3,7-DIONE is used as a key component in the development of pharmaceutical compounds. Its ability to react with various agents and form racemic mixtures makes it a promising candidate for the creation of new drugs with potential therapeutic benefits.
Used in Material Science:
CIS-1,5-DIMETHYLBICYCLO[3.3.0]OCTANE-3,7-DIONE is used as a starting material for the development of novel materials with specific properties. Its unique chemical structure allows for the creation of new materials with potential applications in various fields, such as electronics, coatings, and adhesives.
Used in Research and Development:
CIS-1,5-DIMETHYLBICYCLO[3.3.0]OCTANE-3,7-DIONE is used as a research compound for studying its chemical properties and potential applications. Its reactivity and ability to form various products make it an interesting subject for further investigation and development in the fields of chemistry and materials science.
Synthesis Reference(s)
Tetrahedron Letters, 9, p. 4885, 1968 DOI: 10.1016/S0040-4039(00)72784-5
Check Digit Verification of cas no
The CAS Registry Mumber 21170-10-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,1,7 and 0 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 21170-10:
(7*2)+(6*1)+(5*1)+(4*7)+(3*0)+(2*1)+(1*0)=55
55 % 10 = 5
So 21170-10-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H14O2/c1-9-3-7(11)5-10(9,2)6-8(12)4-9/h3-6H2,1-2H3
21170-10-5Relevant articles and documents
Stereoselective Total Synthesis of (+/-)-Gymnomitrol via Reduction-Alkylation of α-Cyano Ketones
Coates, Robert M.,Shach, Shrenik K.,Mason, Robert W.
, p. 2198 - 2208 (2007/10/02)
A 16-step total synthesis of the tricyclic sesquiterpene alcohol, gymnomitrol (1), from cis-tetrahydro-3a,6a-dimethyl-2,5(1H,3H)-pentalenedione (8) is described.Catalytic hydrogenation of the monoenol phosphate of 8 afforded the monoketone, cis-hexahydro-3a,6a-dimethyl-2(1H)pentalenone (7).Reduction-allylation of the α-(n-butylthio)methylene derivative of 7 gave allyl trimethyl ketone 14a having the allyl substituent in the exo orientation.The stereoisomer (19) of 14a was obtained by reduction-methylation af α-allyl α-cyano ketone 18.Ring closure was accomplished by conversion of the allyl trimethyl ketones, 14a and 19, to keto aldehydes 23 and 6, aldol cyclizations, and oxidation to give the isomeric bridged diketones 25 and 29, respectively.A more efficient synthesis of keto aldehyde 6 was based upon a Michael-like condensation of α-cyano ketone 16 with acrolein diethyl acetal which gave rise to α-ethoxyallyl α-cyano ketone 34.The enol ether in the side chain was converted to an ethylene acetal, the resulting α-cyano ketone (36) was subjected to reduction-methylation, and the acetal was hydrolyzed, affording keto aldehyde 6.Enol lactone 39, prepared from the corresponding keto acid (38), underwent efficient aldol cyclization upon reduction with diisobutylaluminium hydride, and the ketol so obtained was oxidized to bridged diketone 29.The synthesis of (+/-)-gymnomitrol was completed by regioselective addition of methyllithium to diketone 29, dehydration, and hydride reduction.
