专利号:US-5420305-A 优先权日:1991-07-23 标题:Process for the preparation of (R)-3-hexyl-5,6-dihydro-4-hydroxy-6-undecyl-2H-pyran-2-one and (R)-5,6-dihydro-6-undecyl-2H-pyran-2,4 (3H)-dione 发明人:RAMIG KEITH M; LANDI JR JOHN J 权利人:HOFFMANN LA ROCHE 摘要:A process for the preparation of a tautomeric mixture of compounds of the formulas ##STR1## wherein W is hydrogen or C 6 H 13 , which comprises treating a compound of the formula ##STR2## wherein R is unsubstituted or substituted alkoxy, arylalkoxy, aryloxy or amine and R 1 is hydrogen or when R is alkoxy, substituted alkoxy, substituted amine, unsubstituted or substituted arylalkoxy R 1 can also be metal, with a compound of the formula ##STR3## wherein W is as described above, both X and Y are reducible groups or X is hydrogen and Y is a reducible group or Y is hydrogen and X is a reducible group and, Z is hydroxy or a leaving group to form the compound of formula IV ##STR4## wherein W, X, Y and R are as defined above, the compound of formula IV is treated with a low valent metal to form a tautomeric mixture of compounds of formulas I and Ia, which are useful in the synthesis of tetrahydrolipstatin.
专利号:US-6858749-B2 优先权日:2000-02-04 标题:Synthesis of 3,6-dialkyl-5,6-dihydro-4-hydroxy-pyran-2-one 发明人:FLEMING MICHAEL P; HAN YEUN-KWEI; HODGES LEWIS M; JOHNSTON DAVID A; MICHELI ROGER P; PUENTENER KURT; ROBERTS CHRIS R; SCALONE MICHELANGELO; SCHWINDT MARK A; TOPPING ROBERT J 权利人:ROCHE COLORADO CORP 摘要:The present invention relates to a novel process for producing a delta-lactone of the formula:using an acyl halide of the formula:wherein R<1>, R<2 >R<3 >and X are described herein, as well as novel intermediates. In particular, the present invention relates to a process for enantioselectively producing the (R)-delta-lactone.
专利号:US-6552204-B1 优先权日:2000-02-04 标 题 :Synthesis of 3,6-dialkyl-5,6-dihydro-4-hydroxy-pyran-2-one 发明人:HARRINGTON PETER J; HODGES LEWIS M; PUENTENER KURT; SCALONE MICHELANGELO 权利人:ROCHE COLORADO CORP 摘要:The present invention relates to a novel process for producing a δ-lactone of the formula: n using an acyl halide of the formula: n wherein R 1 , R 2 R 3 and X are described herein. In particular, the present invention relates to a process for enantioselectively producing the δ-lactone and novel intermediates disclosed herein.
专利号:US-5902886-A 优先权日:1997-01-23 标题 :Method for synthesizing oxetan-2-ones and intermediates for their preparation 发明人:SCHICK HANS; WEDLER CHRISTINE 摘要:A method is described for the synthesis of oxetan-2-ones comprising protection of the hydroxy group of an hydroxy ester with an acid-labile acetal protecting group, reduction of this O-protected hydroxy ester to an O-protected hydroxy aldehyde, condensation of this aldehyde with a metal enolate of an activated carboxylic acid derivative and spontaneous deprotection of the hydroxy group during the acidic workup procedure. Using the new O-protected hydroxy aldehydes as intermediates the oxetan-2-ones can be obtained after separation in diastereomerically and enantiomerically pure form, in a remarkably reduced number of steps, and in a significantly improved overall yield.
专利号:US-2003158422-A1 优先权日:2000-02-04 标 题:Synthesis of 3,6-dialkyl-5,6-dihydro-4-hydroxy-pyran-2-one
专利号:US-2003158423-A1 优先权日:2000-02-04 标 题:Synthesis of 3,6-dialkyl-5,6-dihydro-4-hydroxy-pyran-2-one