CAS: 369656-57-5; (S)-5,6,7,8-Tetrahydroquinolin-8-Amine

相似化合物

865303-57-7 1187929-87-8 298181-83-6

上下游产品

CAS号451466-68-5 (R)-5,6,7,8-tet... | CAS号14631-46-0 5,6,7,8-四氢-8-羟基喹啉 | CAS号298181-83-6 5,6,7,8-四氢-8-氨基喹啉 | CAS号141-78-6 乙酸乙酯 | CAS号451466-81-2 (R)-8-hydroxy-5... | CAS号451466-64-1 (R)-8-acetoxy-5... | CAS号558444-72-7 2-[4-[((S)-5,6,...

📜(R)-8-Acetoxy-5,6,7,8-Tetrahydroquinoline置于palladium On Activated Charcoal 4-二甲氨基吡啶,Sodium Azide,氢气,Potassium Carbonate,甲基磺酰氯体系中,用 甲醇,乙醇,二氯甲烷,二甲基亚砜 用作溶剂,化学反应 4.5H,反应生成(8S)-5,6,7,8-四氢-8-氨基喹啉
参考文献:对映体纯 8-取代 5,6,7,8-四氢喹啉的合成
标题:对映体纯 8-取代 5,6,7,8-四氢喹啉的合成
摘要:对映体纯 (S)-5,6,7,8-四氢喹啉-8-醇 [(S)-1] 和 (R)-8-Acetoxy-5,6,7,8-四氢喹啉 [(R)-2 ] 已经通过脂肪酶催化的外消旋 5,6,7,8-四氢喹啉-8-醇 [(')-1] 的动力学乙酰化以优异的化学产率制备.(R)-1 的甲磺酰化,然后与叠氮化物,硫代乙酸根和丙二酸二甲酯阴离子和苄胺发生取代反应,以非常好的收率获得对映体纯形式的相应取代产物.(S)-5,6,7,8-四氢喹啉-8-乙酸酯在碳酸钾存在下的甲醇分解和所得硫醇阴离子与卤代烷在单锅反应中的烷基化反应得到 5,6,7,8-四氢喹啉-8-基硫醚.
Doi:10.1055/s-2002-23537

专利信息

专利号:US-7452994-B2
优先权日:2001-09-12
标 题 :Synthesis of enantiomerically pure amino-substituted fused bicyclic rings
发明人：MCEACHERN ERNEST J; BRIDGER GARY J; SKUPINSKA KRYSTYNA A; SKERLJ RENATO T; YANG WEN
权利人:ANORMED INC
摘要:This invention describes various processes for synthesis and resolution of racemic amino-substituted fused bicyclic ring systems. One process utilizes selective hydrogenation of an amino-substituted fused bicyclic aromatic ring system. An alternative process prepares the racemic amino-substituted fused bicyclic ring system via nitrosation. In addition, the present invention describes the enzymatic resolution of a racemic mixture to produce the (R)- and (S)-forms of amino-substituted fused bicyclic rings as well as a racemization process to recycle the unpreferred enantioner. Further provided by this invention is an asymmetric synthesis of the (R)- or (S)-enantiomer of primary amino-substituted fused bicyclic ring systems.

专利号:US-2003114679-A1
优先权日:2001-09-12
标 题:Synthesis of enantiomerically pure amino-substituted fused bicyclic rings

专利号:US-2005080267-A1
优先权日:2001-09-12
标 题:Synthesis of enantiomerically pure amino-substituted fused bicyclic rings

专利号:US-7332605-B2
优先权日:2004-03-15
标题 :Process for the synthesis of CXCR4 antagonist
发明人：CRAWFORD JASON B; CHEN GANG; GAUTHIER DAVID; SKERLJ RENATO; BAIRD IAN R; WILSON TREVOR R
权利人:ANORMED INC
摘要:This invention relates to a process for synthesizing heterocyclic pharmaceutical compound which binds to the CXCR4 chemokine receptor. In one embodiment, the process comprises: a) reacting a 5,6,7,8-tetrahydroquinolinylamine and an alkyl aldehyde bearing a phthalimide or a di-tertiary-butoxycarbonyl (di-BOC) protecting group to form an imine; b) reducing the imine to form a secondary amine; c) reacting the secondary amine with a haloalkyl substituted heterocyclic compound, to form a phthalimido-protected or di-tert-butoxycarbonyl protected tertiary amine; and d) hydrolyzing the protected amine to obtain a compound having Formula I′

专利号:US-2007060757-A1
优先权日:2001-09-12
标题 :Synthesis of enantiomerically pure amino-substituted fused bicyclic rings

专利号:CA-2558389-C
优先权日:2004-03-15
标 题 :Process for the synthesis of a cxcr4 antagonist