您的位置: 首页 > 农业专利 > 详情页

合成17-乙醯氧基-11β-〔4-(二甲胺基)-苯基〕-21-甲氧基-19-去甲孕-4,9-二烯-3,20-二酮之工業方法及該方法之關鍵中間物
专利权人:
RICHTER GEDEON NYRT.
发明人:
ARANYI, ANTAL,安托 安琳怡,BALOGH, GABOR,盖博 巴罗夫,蓋博 巴羅夫,BODI, JOZSEF,乔瑟夫 巴地,喬瑟夫 巴地,HORVATH, ZOLTAN,若天 哈法斯,TERDY, LASZLO,拉斯罗 特迪,拉斯羅 特迪,TUBA, ZOLTAN,若天 吐巴,CSORGEI, JANOS,珍诺斯 卡索吉,珍諾斯 卡索吉,MAH,安托 安琳怡,盖博 巴罗夫,蓋博 巴羅夫,乔瑟夫 巴地,喬瑟夫 巴地,若天 哈法斯,拉斯罗 特迪,拉斯羅 特迪,若天 吐巴,珍诺斯 卡索吉,珍諾斯 卡索吉
申请号:
TW097123350
公开号:
TWI411616B
申请日:
2008.06.23
申请国别(地区):
TW
年份:
2013
代理人:
摘要:
The present invention relates to a process for the synthesis of the known 17-acetoxy-11-β-[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione (further on CDB-4124) of formula (I)from 3,3-[1,2-etandiyl-bis(oxy)]-oestr-5(10),9(11)-dien-17-one of formula (II).Compound CDB-4124 belongs to the group of anti-hormones. The process according to the invention is the following: i) formation of an epoxide on the double bond in position 5(10) of 3,3-[1,2-ethandiyl-bis(oxy)]-oestr-5(10),9(11)-dien-17-one of formula (II) with hydrogen peroxide; ii) addition of hydrogen cyanide formed in situ on position 17 of the obtained 5,10α-epoxy-3,3-[1,2-ethandiyl-bis(oxy)]-5α-oestr-9(11)-en-17-one of formula (III) iii) silylation of the hydroxyl group in position 17 of the formed 5,10α-epoxy-3,3-[1,2-ethandiyl-bis(oxy)]-17α-hydroxy-5α-oestr-9(11)-en-17β-carbonitrile of formula (IV) with trimethyl chlorosilane; iv) reacting the obtained 5,10α-epoxy-3,3-[1,2-ethandiyl-bis(oxy)]-17-[trimethyl-silyl-oxy]-5α-oestr-9(11)-en-17β-carbonitrile of formula (V) with 4-(dimethylamino)-phenyl mag-nesium bromide Grignard reagent in the presence of CuCl (Teutsch reaction); v) silylation of the hydroxyl group in position 5 of the formed 11β-[4-(dimethyl-amino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5-hydroxy-17α-[trimethylsilyl-(oxy)]-5α-oestr-9-en-17β-carbonitrile of formula (VI) with trimethyl chlorosilane; vi) reacting the obtained 11β-[4-(dimethylamino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5,17α-bis-[trimethyl-silyl-(oxy)]-5α-oestr-9-en-17β-carbonitrile of formula (VII) with diisobu-tyl aluminum hydride and after addition of acid to the reaction mixture vii) methoxy-methylation of the obtained 11β-[4-(dimethylamino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5,17α-bis-[trimethyl-silyl-(oxy)]-5α-oestr-9-en-17β-carbaldehide of for-mula (VIII) with methoxy-methyl Grignard reagent formed in situ, while hydrolyzing the trimethylsilyl protective groups; viii) oxidation of the hydroxyl group in
来源网站:
中国工程科技知识中心
来源网址:
http://www.ckcest.cn/home/
相关发明人
相关专利

意 见 箱

匿名:登录

个人用户登录

找回密码

第三方账号登录

忘记密码

个人用户注册

必须为有效邮箱
6~16位数字与字母组合
6~16位数字与字母组合
请输入正确的手机号码

信息补充