Synthesis of the androgen-receptor antagonists (+/-)-WS9761 A and B

被引：14

作者：

Cameron, DW

Skene, CE

机构：

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1996年 / 49卷 / 05期

关键词：

D O I：

10.1071/CH9960617

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The non-steroidal androgen-receptor antagonists WS9761 A (1,6,10-trihydroxy-2,8,10-trimethylanthrone) and WS9761 B (1,6,10-trihydroxy-2-hydroxymethyl-8,10-dimethylanthrone) were synthesized for the first time in racemic form by using Diels-Alder methodology followed by regioselective Grignard addition.

引用

页码：617 / 624

页数：8

共 13 条

[1] REGIOSPECIFIC ADDITION OF MONOOXYGENATED DIENES TO HALO QUINONES
BOISVERT, L
BRASSARD, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) : 4052 - 4059
[2] BRAUDE EA, 1956, J CHEM SOC, P3238
[3] CHEMISTRY OF THE COCCOIDEA .8. SYNTHESIS OF THE ANCIENT DYESTUFF KERMESIC ACID AND OF RELATED ANTHRAQUINONES
CAMERON, DW
DEUTSCHER, DJ
FEUTRILL, GI
GRIFFITHS, PG
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (11) : 2401 - 2421
[4] ENOLIZATION OF ALPHA-BETA-UNSATURATED ESTERS - REGIOMETRICAL AND GEOMETRICAL CONTROL
CAMERON, DW
LOONEY, MG
PATTERMANN, JA
[J]. TETRAHEDRON LETTERS, 1995, 36 (41) : 7555 - 7558
[5] SYNTHESIS OF TETRACENOMYCINS
CAMERON, DW
DEBRUYN, PJ
[J]. TETRAHEDRON LETTERS, 1992, 33 (38) : 5593 - 5596
[6] THE STRUCTURE AND FUNCTION OF ESTROGENS .11. SYNTHESIS OF (+/-)-7(8-]11-ALPHA)ABEO-ESTRADIOL AND ITS 9,11-DIDEHYDRO DERIVATIVE
COLLINS, DJ
FALLON, GD
SKENE, CE
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (01) : 71 - 97
[7] DABCO-CATALYZED COUPLING OF ALDEHYDES WITH ACTIVATED DOUBLE-BONDS .1. PREPARATION OF 2-(1-HYDROXYALKYL)ACRYLIC ESTERS - SIMPLE 3-STEP SYNTHESIS OF MIKANECIC ACID
HOFFMANN, HMR
RABE, J
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1983, 22 (10): : 795 - 796
[8] 1,4-DIAZOBICYCLO[2.2.2]OCTANE-CATALYZED COUPLING OF ALDEHYDES AND ACTIVATED DOUBLE-BONDS .3. A SHORT AND PRACTICAL SYNTHESIS OF MIKANECIC ACID (4-VINYL-1-CYCLOHEXENE-1,4-DICARBOXYLIC ACID)
HOFFMANN, HMR
RABE, J
[J]. HELVETICA CHIMICA ACTA, 1984, 67 (02) : 413 - 415
[9] WS9761-A AND WS9761-B - NEW NONSTEROIDAL ANDROGEN-RECEPTOR ANTAGONISTS PRODUCED BY A STREPTOMYCES
HORI, Y
ABE, Y
NAKAJIMA, H
SHIGEMATSU, N
TAKASE, S
GOTO, T
OKUHARA, M
KOHSAKA, M
[J]. JOURNAL OF ANTIBIOTICS, 1993, 46 (12) : 1901 - 1903
[10] ELIMINATION OF BETA-PALLADIUM HYDROXIDE IN THE PD(II)-CATALYZED REACTION OF METHYL (ALPHA-HYDROXYMETHYL)ACRYLATE WITH ALCOHOLS
HOSOKAWA, T
SUGAFUJI, T
YAMANAKA, T
MURAHASHI, S
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 470 (1-2) : 253 - 255

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