6,14-Endoethenotetrahydrooripavine

6,14-Endoethenotetrahydrooripavine
Names
IUPAC name
(4R,7S,7aR,12bR)-7-Methoxy-3-methyl-2,3,4,4a,7,7a-hexahydro-1H-4al5-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol
Identifiers
3D model (JSmol)
PubChem CID
InChI
  • InChI=1S/C20H23NO3/c1-21-10-9-20-15-12-3-4-13(22)16(15)24-17(20)19(23-2)7-5-18(20,6-8-19)14(21)11-12/h3-5,7,14,17,22H,6,8-11H2,1-2H3/t14-,17+,18?,19-,20+/m1/s1
SMILES
  • [H][C@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]51CC[C@]2(OC)C=C1)=CC=C3O
Properties
Chemical formula
 C20H23NO3
Molar mass 325.408 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

6,14-Endoethenotetrahydrooripavine is the central nucleus, or backbone, of a class of morphinan opioids known as the Bentley compounds and may be considered their "privileged scaffold". These include but are not limited to etorphine and buprenorphine. They usually have thebaine or oripavine as their precursor in their syntheses (and are thus termed "thevinols" and "orvinols", respectively).

See also

References


    This article is issued from Offline. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.