Compound Q&A
How is (1S,4S,8R,9R,12S,13S,14R,16S)-9,14-Dihydroxy-7,7-dimethyl-17-methylene-3,10-dioxapentacyclo[14.2.1.0~1,13~.0~4,12~.0~8,12~]nonadecane-2,18-dione (CAS: 10391-09-0) typically synthesized?
Answer
![(1S,4S,8R,9R,12S,13S,14R,16S)-9,14-Dihydroxy-7,7-dimethyl-17-methylene-3,10-dioxapentacyclo[14.2.1.0~1,13~.0~4,12~.0~8,12~]nonadecane-2,18-dione](https://static.chemtradehub.com/structs/103/10391-09-0-bd6f.webp "(1S,4S,8R,9R,12S,13S,14R,16S)-9,14-Dihydroxy-7,7-dimethyl-17-methylene-3,10-dioxapentacyclo[14.2.1.0~1,13~.0~4,12~.0~8,12~]nonadecane-2,18-dione")
The compound can be synthesized via a multistep process involving Diels-Alder reactions, Wittig reactions, and intramolecular cyclizations. Key reagents include methyl vinyl ketone, triphenylphosphine, and appropriate alkenes. The synthetic route involves the use of transition metal catalysts to enhance reactivity and control the stereochemistry. The overall yield can be improved by optimizing reaction conditions and protecting groups.
About
CAS No
10391-09-0
English Name
(1S,4S,8R,9R,12S,13S,14R,16S)-9,14-Dihydroxy-7,7-dimethyl-17-methylene-3,10-dioxapentacyclo[14.2.1.0~1,13~.0~4,12~.0~8,12~]nonadecane-2,18-dione
Molecular Formula
C20H26O6
Molecular Weight
362.42200000000014 g/mol
SMILES
CC1(CCC2C3(C1C(OC3)O)C4C(CC5CC4(C(=O)C5=C)C(=O)O2)O)C
InChIKey
WZYJEEIAFBHYJS-SONIPUFESA-N
Last Updated: 2025-10-31 17:33
![查看Shanghai Yinxin Laboratory Equipment Co., Ltd.的(1S,4S,8R,9R,12S,13S,14R,16S)-9,14-Dihydroxy-7,7-dimethyl-17-methylene-3,10-dioxapentacyclo[14.2.1.0~1,13~.0~4,12~.0~8,12~]nonadecane-2,18-dione](https://static.chemtradehub.com/suppliers/67cdd97a57537e5c8069adfb/67cdd97a57537e5c8069adfb-logo.webp){kind=logo}
![查看Guangdong Wanzhang Chemical Reagent Co., Ltd.的(1S,4S,8R,9R,12S,13S,14R,16S)-9,14-Dihydroxy-7,7-dimethyl-17-methylene-3,10-dioxapentacyclo[14.2.1.0~1,13~.0~4,12~.0~8,12~]nonadecane-2,18-dione](https://static.chemtradehub.com/suppliers/67ce43292b2de6e8e95a42fd/67ce43292b2de6e8e95a42fd-logo.webp){kind=logo}