C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/581, 260/329
C07C 49/527 (2006.01) C07D 307/46 (2006.01) C07D 333/22 (2006.01)
Patent
CA 1209154
A B S T R A C T Intermediates for preparing 9-hydroxy substituted carbacyclin derivatives of general formula: Image wherein s is one or 2; Y is -CH2CH2, cis-CH=CH-, trans-CH=CH- or -C-C-; Mx is .alpha.-OR:.beta.-R14 or .alpha.-R14:.beta.-OR, wherein R is an -OH-protecting group and R14 is H or -CH3; L1 is a-OR15:.beta.-R16, .alpha.-R16:.beta.-R15 or a mixture thereof, wherein R15 and R16, independently, are H, F or -CH3, with the proviso that one of R15 and R16 is F only when the other is not -CH3; L50 is H:H, .alpha.-OR:.beta.-H, .alpha.-H:.beta.-OR, a-CH2OR:.beta.-H or .alpha.-H:.beta.-CH2OR, wherein R is as defined above; R13 is an -OH-protecting group; and R17 is (i) cis-CH=CHCH2CH3,-(CH2)2CH(OH)CH3, -(CH2)3CH=C(CH3)2, phenyl, benzyl, phenylethyl, phenylpropyl, Image or Image , (ii) -CmH2mCH3, wherein m is an integer of from one to 5, or (iii) mono-, di- and tri-F, -C1, -CF3, -C1-3alkyl or -C1-3alkoxy-(phenyl)- substituted-phenyl, -benzyl, -phenylethyl, -phenylpropyl, with the proviso that not more than two substituents are other than C1-3alkyl; or Image when taken together, is: (iv) Image , 3-thienyloxymethyl, C4-7cycloalkyl or mono-, di- or tri-C1-5alkyl-substituted-C4-7cycloalkyl, (v) -C?CCqH2qCH3, wherein q is an integer of from 2 to 6, or (vi) -CpH2pCH=CH2, wherein p is an integer of from 3 to 7.
486189
Macrae & Co.
Upjohn Company (the)
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