A NOVEL SYNTHETIC METHOD OF HMG-COA REDUCTASE INHIBITOR NK-104 VIA A HYDROBORATION-CROSS COUPLING SEQUENCE

被引：38

作者：

MIYACHI, N ^{[1
]}

YANAGAWA, Y ^{[1
]}

IWASAKI, H ^{[1
]}

OHARA, Y ^{[1
]}

HIYAMA, T ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,RESOURCES UTILIZAT RES LAB,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(00)61407-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regioselective hydroboration of ethyl (3R, 5S)-3,5-isopropylidenedioxy-6-heptynoate, followed by the cross-coupling reaction with an aryl halide, provides ethyl (3R, 5S, 6E)-7-aryl-3,5-isopropylidenedioxy-6-heptenoate, a precursor of a highly potent HMG-CoA reductase inhibitor NK-104.

引用

页码：8267 / 8270

页数：4

共 9 条

[1]

CONNOLLY PJ, 1992, CHEMTRACTS ORG CHEM, V5, P59

[2] STEREOSELECTIVE SYNTHESIS OF ARYLATED (E)-ALKENES BY THE REACTION OF ALK-1-ENYLBORANES WITH ARYL HALIDES IN THE PRESENCE OF PALLADIUM CATALYST [J].

MIYAURA, N ;

SUZUKI, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (19) :866-867

[3] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ARYL AND VINYLIC BORON-COMPOUNDS WITH ORGANIC HALIDES [J].

MIYAURA, N ;

SUZUKI, A .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1988, 46 (09) :848-860

[4] THE SYNTHESIS OF MEVINIC ACIDS [J].

ROSEN, T ;

HEATHCOCK, CH .

TETRAHEDRON, 1986, 42 (18) :4909-4951

[5] INHIBITORS OF CHOLESTEROL-BIOSYNTHESIS .6. TRANS-6-[2-(2-N-HETEROARYL-3,5-DISUBSTITUTED-PYRAZOL-4-YL)ETHYL/ETHENYL]TETRAHYDRO-4-HYDROXY-2H-PYRAN-2-ONES [J].

SLISKOVIC, DR ;

BLANKLEY, CJ ;

KRAUSE, BR ;

NEWTON, RS ;

PICARD, JA ;

ROARK, WH ;

ROTH, BD ;

SEKERKE, C ;

SHAW, MK ;

STANFIELD, RL .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (11) :2095-2103

[6]

SUZUKI A, 1985, PURE APPL CHEM, V57, P1741

[7]

TAKANO S, 1993, TETRAHEDRON-ASYMMETR, V30, P6051

[8] NEW CHIRAL BLOCKS FOR INTRODUCING THE SIDE-CHAIN OF HMG-COA REDUCTASE INHIBITORS [J].

URABE, H ;

MATSUKA, T ;

SATO, F .

TETRAHEDRON LETTERS, 1992, 33 (29) :4183-4186

[9]

1992, 11 INT S DRUGS AFF L, P22

← 1 →