A SELECTIVE REMOVAL OF BENZYL PROTECTING GROUPS IN ARYLPHOSPHATE ESTERS WITH BROMOTRIMETHYLSILANE

被引：14

作者：

LAZAR, S ^{[1
]}

GUILLAUMET, G ^{[1
]}

机构：

[1] NOVACELL,RECH & DEV PHARMACEUT,F-37000 TOURS,FRANCE

来源：

SYNTHETIC COMMUNICATIONS | 1992年 / 22卷 / 06期

关键词：

D O I：

10.1080/00397919208020856

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bromotrimethylsilane (BTMS) is shown to be an effectively selective reagent for the debenzylation of dibenzyl arylphosphate esters to give the corresponding arylphosphate acids and does not affect other functional groups also present in the molecular structure.

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页码：923 / 931

页数：9

相关论文

共 16 条

[1] THE TOTAL SYNTHESIS OF MYOINOSITOL PHOSPHATES VIA MYOINOSITOL ORTHOFORMATE [J].

BILLINGTON, DC ;

BAKER, R ;

KULAGOWSKI, JJ ;

MAWER, IM ;

VACCA, JP ;

DESOLMS, SJ ;

HUFF, JR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (08) :1423-1429

[2] SPECIFIC DEALKYLATION OF PHOSPHONATE ESTERS USING IODOTRIMETHYLSILANE [J].

BLACKBURN, GM ;

INGLESON, D .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (20) :870-871

[3] STEREOSPECIFIC SYNTHESIS OF 6-BETA-HYDROXY METABOLITES OF NALTREXONE AND NALOXONE [J].

CHATTERJIE, N ;

INTURRISI, CE ;

DAYTON, HB ;

BLUMBERG, H .

JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (05) :490-492

[4]

GUILBAULT GG, 1968, ANAL LETT, V1, P333

[5] NARCOTIC-ANTAGONISTS .4. CARBON-6 DERIVATIVES OF N-SUBSTITUTED NOROXYMORPHONES AS NARCOTIC-ANTAGONISTS [J].

HAHN, EF ;

FISHMAN, J ;

HEILMAN, RD .

JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (03) :259-262

[6] STUDIES ON PHOSPHORYLATION .11. THE REACTION BETWEEN CARBODI-IMIDES AND ACID ESTERS OF PHOSPHORIC ACID - A NEW METHOD FOR THE PREPARATION OF PYROPHOSPHATES [J].

KHORANA, HG ;

TODD, AR .

JOURNAL OF THE CHEMICAL SOCIETY, 1953, (AUG) :2257-2260

[7]

LAZAR S, IN PRESS

[8] TRIMETHYLSILYL IODIDE AS A PEPTIDE DEBLOCKING AGENT [J].

LOTT, RS ;

CHAUHAN, VS ;

STAMMER, CH .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (11) :495-496

[9]

MARTIN WR, 1973, ARCH GEN PSYCHIAT, V28, P784

[10]

MCKENNA CE, 1977, TETRAHEDRON LETT, P155