SYNTHESIS OF (+/-)-4-DEOXY-4-FLUORO-MYO-INOSITOL

被引：11

作者：

BALLEREAU, S

GUEDAT, P

SPIESS, B

REHNBERG, N

SCHLEWER, G

机构：

[1] FAC PHARM ILLKIRCH,CNRS,PHARMACOCHIM MOLEC LAB,F-67401 ILLKIRCH GRAFFENS,FRANCE

[2] PERSTORP PHARMA,S-28480 PERSTORP,SWEDEN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 41期

关键词：

D O I：

10.1016/0040-4039(95)01550-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Deoxy-4-fluoro-myo-inositol was prepared by means of DAST with retention of configuration due to the assistance of a neighbouring benzyl ether.

引用

页码：7449 / 7450

页数：2

共 17 条

[1] SYNTHESIS OF 2-DEOXYINOSITOL AND 6-DEOXYINOSITOL 1-PHOSPHATE AND THE ROLE OF THE ADJACENT HYDROXY-GROUPS IN THE MECHANISM OF INOSITOL MONOPHOSPHATASE [J].

BAKER, R ;

KULAGOWSKI, JJ ;

BILLINGTON, DC ;

LEESON, PD ;

LENNON, IC ;

LIVERTON, N .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (18) :1383-1385

[2] INOSITOL TRISPHOSPHATE, A NOVEL 2ND MESSENGER IN CELLULAR SIGNAL TRANSDUCTION [J].

BERRIDGE, MJ ;

IRVINE, RF .

NATURE, 1984, 312 (5992) :315-321

[3] STRUCTURAL-ANALYSIS OF INOSITOL MONOPHOSPHATASE COMPLEXES WITH SUBSTRATES [J].

BONE, R ;

FRANK, L ;

SPRINGER, JP ;

POLLACK, SJ ;

OSBORNE, S ;

ATACK, JR ;

KNOWLES, MR ;

MCALLISTER, G ;

RAGAN, CI ;

BROUGHTON, HB ;

BAKER, R ;

FLETCHER, SR .

BIOCHEMISTRY, 1994, 33 (32) :9460-9467

[4] THE ALKYLATION OF DIBUTYLSTANNYLENE DERIVATIVES OF 1,2-O-ISOPROPYLIDENE-MYO-INOSITOL [J].

GIGG, J ;

GIGG, R ;

MARTINZAMORA, E .

TETRAHEDRON LETTERS, 1993, 34 (17) :2827-2830

[5]

HALLCHER LM, 1980, J BIOL CHEM, V255, P896

[6] INOSITOL 1,4,5-TRISPHOSPHATE ACCUMULATION IN BRAIN OF LITHIUM-TREATED RATS [J].

ISHIMA, Y ;

FUJIMAGARI, M ;

MASUZAWA, Y ;

WAKU, K .

LIPIDS, 1993, 28 (07) :577-581

[7] FLUORINATED CYCLITOLS - AN IMPROVED SYNTHESIS OF 5-DEOXY-5-FLUORO-MYO-INOSITOL, ITS DEUTERIUM LABELING, AND SYNTHESIS OF A 5,5-GEM-DIFLUORO ANALOG [J].

JIANG, C ;

SCHEDLER, DJA ;

MORRIS, PE ;

ZAYED, AHA ;

BAKER, DC .

CARBOHYDRATE RESEARCH, 1990, 207 (02) :277-285

[8] SYNTHESIS OF THE 1ST OPTICALLY PURE, FLUORINATED INOSITOL 1,4,5-TRISPHOSPHATE OF MYOINOSITOL STEREOCHEMISTRY AND ITS EFFECT ON CA-2+ RELEASE IN SWISS 3T3 CELLS [J].

KOZIKOWSKI, AP ;

FAUQ, AH ;

AKSOY, IA ;

SEEWALD, MJ ;

POWIS, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (20) :7403-7404

[9] SYNTHESIS OF 2-FLUORO-2-DEOXY-MYO-INOSITOL 1,4,5-TRISPHOSPHATE AND SCYLLO-INOSITOL 1,2,4-TRISPHOSPHATE, NOVEL ANALOGS OF THE 2ND MESSENGER MYOINOSITOL 1,4,5-TRISPHOSPHATE [J].

LAMPE, D ;

POTTER, BVL .

TETRAHEDRON LETTERS, 1993, 34 (14) :2365-2368

[10] MICROBIAL OXIDATION IN SYNTHESIS - PREPARATION OF MYOINOSITOL PHOSPHATES AND RELATED CYCLITOL DERIVATIVES FROM BENZENE [J].

LEY, SV ;

PARRA, M ;

REDGRAVE, AJ ;

STERNFELD, F .

TETRAHEDRON, 1990, 46 (13-14) :4995-5026

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