CAS: 132098-59-0; Bis((S)-4-Phenyl-4,5-Dihydrooxazol-2-yl)Methane

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上下游产品

(2S)-2-phenylglycinol diethyl malonoimidate dihydr°Chloride N,N'-Bis-((S)-2-chloro-1-phenyl-ethyl)-malonamide diethyl malonate 2,2′-(1-benzyl-2-phenylethylidene)bis[(4S)-4-phenyl-4,5-dihydro-2-oxazole] 7,7-Bis-((S)-4-phenyl-4,5-dihydro-oxazol-2-yl)-heptanoic acid (S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]°Ct-2-yl)-(6-methoxy-quinolin-4-yl)-methyl ester 2,2'-[2-(4-vinylphenyl)-1-(4-vinylbenzyl)ethylidene]bis[(4S)-4-phenyl-4,5-dihydro-2-oxazole]

合成工艺路线路线简述

  • 合成目标产物 (S,S)-2,2'-Methylenebis(4-Phenyl-2-Oxazoline) 主要起始原料 (S)-(+)-2-Phenylglycinol
  • (文献来源)合成步骤主要原料 (S)-(+)-2-Phenylglycinol
📜L-苯甘氨酸置于lithium Aluminium Tetrahydride体系中,用 四氢呋喃,二氯甲烷 用作溶剂,化学反应 120.0H,反应生成2,2'-亚甲基双[(4,S)-4-苯基-2-噁唑啉]
参考文献:连续流动法处理铜介导的α-重氮酮异质对映选择性布氏反应
标题:连续流动法处理铜介导的α-重氮酮异质对映选择性布氏反应
摘要:α-重氮酮的对映选择性分子内布氏反应可以分批使用多相铜-双(恶唑啉)催化剂,也可以使用连续流工艺以高达83%ee的方式进行.催化剂可以重复使用多达7次,而不会失去活性.对于α-重氮酮3和4,固定化催化剂在流动中获得的对映异构体可与标准均相催化过程相媲美.
Doi:10.1021/acs.Joc.8B00147

海关参考信息

专利信息


专利号:US-2016073631-A1
优先权日:2013-03-04
标 题 :Process for the preparation of dihydropyrrole derivatives
发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
权利人:SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) n n n n n n n n n n n n wherein n P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; n R 1 is chlorodifluoromethyl or trifluoromethyl; n R 2 is optionally substituted aryl or optionally substituted heteroaryl; n n is 0 or 1; n including the process comprising n (a-i) reacting a compound of formula II n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; n with nitromethane in the presence a chiral catalyst to give a compound of formula III n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; and n (a-ii) reductively cyclising the compound of formula III to give the compound of formula I. n n n n n The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).

专利号:US-9233920-B2
优先权日:2010-06-11
标题 :Process for the preparation of dihydropyrrole derivatives
发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
权利人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS; SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R 1 is chlorodifluoromethyl or trifluoromethyl; R 2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R 1 and R 2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III Wherein P, R 1 and R 2 are as defined for the compound of formula I; and (a-ii) reductively cyclizing the compound of formula III to give the compound of formula I. The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).

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📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:A Chiral Cagelike Copper(I) Catalyst For The Highly Enantioselective Synthesis Of 1,1-Cyclopropane Diesters
作者:Chao Deng,Li-Jia Wang,Jun Zhu,Yong Tang |发布日期:2012.11.12
摘要:Cyclopropanation Of Multisubstituted Olefins With Phenyliodonium Ylide Malonate Has Been Achieved In The Presence Of A Chiral Bisoxazoline Copper(I) Complex (See Scheme). A Wide Range Of Substrates Undergo The Reaction To Provide Optically Active 1,1‐cyclopropane Diesters In High Yield With Up To >99 % Ee. A Rationale For The Enantioselective Induction Has Been Proposed.

合成参考文献


摘要:North, M., Science of Synthesis, (2004) 19, 262.
摘要:Forgione, P.; Fader, L. D., Science of Synthesis, (2008) 36, 549.
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