66389-08-0 Usage
Description
(1aR,2R,7aS)-3,4,4a,5,9,9aα-Hexahydro-4aβ-hydroxy-2α,5α,9,9-tetramethyl-8H-oxireno[1,7a]indeno[3a,4-b]furan-6(2H)-one is a complex organic molecule with a unique fused ring structure. It is a furanone derivative, which is commonly found in natural products. This specific compound features a stereochemical configuration of (1aR,2R,7aS) and contains multiple methyl groups, a hydroxyl group, and an oxirene moiety. Its structural complexity and presence in natural products suggest that it may possess biological activity, making it a promising candidate for further study in medicinal chemistry and natural product research.
Uses
Used in Medicinal Chemistry:
(1aR,2R,7aS)-3,4,4a,5,9,9aα-Hexahydro-4aβ-hydroxy-2α,5α,9,9-tetramethyl-8H-oxireno[1,7a]indeno[3a,4-b]furan-6(2H)-one is used as a potential lead compound for the development of new drugs due to its complex structure and presence in natural products. Its biological activity and unique stereochemistry may offer novel therapeutic opportunities for treating various diseases and conditions.
Used in Natural Product Research:
In the field of natural product research, (1aR,2R,7aS)-3,4,4a,5,9,9aα-Hexahydro-4aβ-hydroxy-2α,5α,9,9-tetramethyl-8H-oxireno[1,7a]indeno[3a,4-b]furan-6(2H)-one is used for studying its role in biological systems and understanding its mode of action. This knowledge can contribute to the discovery of new bioactive compounds and the development of innovative therapeutic agents.
Used in Chemical Synthesis:
(1aR,2R,7aS)-3,4,4a,5,9,9aα-Hexahydro-4aβ-hydroxy-2α,5α,9,9-tetramethyl-8H-oxireno[1,7a]indeno[3a,4-b]furan-6(2H)-one is used as a key intermediate in the synthesis of other complex organic molecules. Its unique structure and functional groups make it a valuable building block for creating new compounds with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 66389-08-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,3,8 and 9 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 66389-08:
(7*6)+(6*6)+(5*3)+(4*8)+(3*9)+(2*0)+(1*8)=160
160 % 10 = 0
So 66389-08-0 is a valid CAS Registry Number.
InChI:InChI=1/C15H22O4/c1-8-5-6-13(17)9(2)10(16)18-14(13)7-12(3,4)11-15(8,14)19-11/h8-9,11,17H,5-7H2,1-4H3
66389-08-0Relevant articles and documents
A Stereoselective Total Synthesis of (+/-)-Alliacol A and Congeners of Marasmius Alliaceus
Clair, James J. La,Landsbury, Peter T.,Zhi, Ben-xin,Hoogsteen, Karst
, p. 4822 - 4833 (2007/10/02)
Synthesis of alliacolide (1), alliacol A (2), and 12-noralliacolide (4), members of the alliacane family of sesquiterpene lactones, was accomplished through both syn- and anti-modes of intramolecular SN' displacement.Two routes to 12-noralliacolide (4) are presented, which contrast brevity and efficiency in stereoselection (i.e. 14 -> 16/17 versus 37a/b -> 38).Since both routes culminate in C-ring annulation, introduction of the correct stereochemical arrangement relied heavily on the structural features of the hydrindane (AB) precursor(s).Choice of the proper AB system 24 facilitated production of tetrahydrofuran 38.With the full skeleton in place, 38 was efficiently epoxidized and oxidized to 4. 12-Noralliacolide (4) served as an appropriate relay substrate for conversion to alliacol A (2) and several other alliacanes.
TOTAL SYNTHESIS OF (+/-)-12-NORALLIACOLIDE, (+/-)-ALLIACOL A AND (+/-)-ALLIACOLIDE
Lansbury, Peter T.,Zhi, Ben-xin
, p. 5735 - 5738 (2007/10/02)
The title compounds were prepared via a "one-pot" γ-lactone annulation sequence in which dilithium acetate functions as a bis-nucleophile, first at carbonyl and then at hindered allylic sulfonate centers (SN' orientation).
The Isoprene Units of the Sesquiterpenoid, Alliacolide
Bradshaw, A. Peter W.,Hanson, James R.,Sadler, Ian H.
, p. 631 - 632 (2007/10/02)
The enrichment and labelling patterns of alliacolide derived biosynthetically from - and -acetate have been used to define the isoprene units in the alliacane skeleton.
