CAS: 186521-85-7; 1-(1-(4-Chlorophenyl)Cyclobutyl)-3-Methylbutan-1-One

上下游产品

Isobutyl bromide 1-(4-chlorophenyl)cyclobutanecarbonitrile p-chlorobenzyl cyanide isobutylmagnesium bromide N-{1-[1-(4-chlorophenylcyclobutyl)]-3-methylbuty}formamide sibutramine hydr°Chloride didesmethylsibutramine

📜对氯苯乙腈置于氢氧化钾体系中,用 乙醚,二甲基亚砜 用作溶剂,化学反应 1.0H,反应生成1-[1-(4-氯苯基)环丁基]-3-甲基丁烷-1-酮
参考文献:Synthesis Of Sibutramine,A Novel Cyclobutylalkylamine Useful In The Treatment Of Obesity,And Its Major Human Metabolites
标题:Synthesis Of Sibutramine,A Novel Cyclobutylalkylamine Useful In The Treatment Of Obesity,And Its Major Human Metabolites
摘要:合成路线涉及n-{1-[1-(4-氯苯基)环丁基]-3-甲基丁基}-N,N-二甲胺(西布曲明)1及其去甲基化和氢氧化的人体代谢物,包括n-{1-[1-(4-氯苯基)环丁基]-3-甲基丁基}-N-甲胺2,1-[1-(4-氯苯基)环丁基]-3-甲基丁胺3,4-氨基-4-[1-(4-氯苯基)环丁基]-2-甲基丁醇4,以及c-3-(1-氨基-3-甲基丁基)-3-(4-氯苯基)环丁醇-R-1 5A.关键步骤包括对1-(4-氯苯基)环丁腈7及其3-(四氢呋喃-2-基氧)取代类似物14进行串联格氏反应-还原反应,以及将4-氯苯基乙腈6方便地一锅法转化为3-羟基环丁腈13.
Doi:10.1039/p19960002583

专利信息

专利号:US-2008207950-A1
优先权日:2004-12-22
标 题:Enantioselective Synthesis of a Sterically Hindered Amine
发明人：BERENS ULRICH; MALAN CHRISTOPHE; KIRNER HANS JURG
权利人:CIBA SC HOLDING AG
摘要:Compounds of the formula (I) wherein R is phenyl, or phenyl substituted by Cl, Br, C 1 -C 4 alkyl or CF 3 ; R 1 is H or methyl or ethyl; R 2 is H or methyl or acyl; R 3 is H or methyl; R′ 4 is —CH 3 or â•?CH 2 ; may be obtained in high enantiopurity by hydrogenation of a compound of the formula (II) wherein R and R 3 are as in formula (I); A is acyl; and R 4 is —CH 3 or â•?CH 2 ; in the presence of a chiral Rhodium or Ruthenium catalyst. Residues R 1 as methyl or ethyl and/or R 2 as H or methyl may subsequently be introduced without racemization by deacylation and optional alkylation.

专利号:EP-1828096-A2
优先权日:2004-12-22
标题:Enantioselective synthesis of a sterically hindered amine

专利号:WO-2006067060-A2
优先权日:2004-12-22
标题:Enantioselective synthesis of a sterically hindered amine