Method of obtaining derivatives of 4.beta.-/1'-alken-1'-yl/-2.xi.,5.alpha.-d.alpha..beta.-4,5,6,6.alpha..beta .
US4707554A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Nov 27, 1985 |
| Grant date | Nov 17, 1987 |
| Priority date | — |
| Expiry date | Nov 27, 2005 |
Classification
- Technology area (CPC Y)Emerging Cross-Sectional Technologies
- CPC primaryY02P20/55
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A new method has been disclosed for obtaining derivatives of 4.beta.-/1'-alken-1'-yl/-2.xi.,5.dbd.-dihydroxy-3,3a.beta.,4,5,6,6a.beta.- hexahydro-2H-cyclopenta [b] furane useful in the synthesis of prostaglandins or their analogs, and a method for obtaining new sulphonyl initial compounds of the general formula 4, in which Z denotes a hydrogen atom or a protective group, Y denotes a group of the formula .dbd.CHOZ.sup.1, in which Z.sup.1 has the meaning stated for Z, whereby protective groups Z and Z.sup.1 may be the same or different, and Ar denotes optionally a substituted aryl group. In the method according to the invention the new sulphonyl derivative of the general formula 4 is alkylated with an electrophilic agent comprising: carbonyl derivatives, oxiranes and halohydrins or their derivatives; the alkylation product is transformed into derivatives of 4.beta.-/1'-alken-1'-yl/-2.xi.,5.alpha.-dihydroxy-3,3a.beta.,4,5,6,6a.beta .-hexahydro-2H-cyclopenta[b] furane in reactions which ensure obtaining a double bond C.sub.13 -C.sub.14. New sulphonyl initial compounds of the general formula 4 are obtained from lactone of the general formula 11, in which Z has the above stated meaning a…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.