CAS: 219821-37-1; Aprepitant Impurity 9
- 英文名称Aprepitant Impurity 9
- 中文名称阿瑞吡坦 9
- IUPAC名称Hydrazinecarboxylic acid, 2-[2-[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)-4-morpholinyl]-1-iminoethyl]-, methyl ester
- 其它别名Aprepitant Impurity 9; Aprepitant Open-Ring Methyl Ester Impurity; 2-[2-[(2R,3S)-2-[(1R)-1-[3,5-Bis(Trifluoromethyl)Phenyl]Ethoxy]-3-(4-Fluorophenyl)-4-Morpholinyl]-1-Iminoethyl]Hydrazinecarboxylic Acid Methyl Ester; Aprepitant Impurity 22/aprepitant Open-Ring Methyl Ester Impurity; Aprepitant Impurity 47; Methyl 2-(2-((2R,3S)-2-((R)-1-(3,5-Bis(Trifluoromethyl)Phenyl)Ethoxy)-3-(4-Fluorophenyl) Morpholino)-1-Iminoethyl)Hydrazinecarboxylate; Hydrazinecarboxylic Acid, 2-[2-[(2R,3S)-2-[(1R)-1-[3,5-Bis(Trifluoromethyl)Phenyl]Ethoxy]-3-(4-Fluorophenyl)-4-Morpholinyl]-1-Iminoethyl]-, Methyl Ester; Methyl 2-(1-Amino-2-((2R,3S)-2-((R)-1-(3,5-Bis(Trifluoromethyl)Phenyl)Ethoxy)-3-(4-Fluorophenyl)Morpholino)Ethylidene)Hydrazine-1-Carboxylate
- CAS编号219821-37-1
- FDA UNII编号:TQ265G4AMC
- 分子式:C24H25F7N4O4分子量:566.47
- 产品CID: 1140944
- 产品分类有机原料→分子砌块→芳环类化合物→苯类化合物
相似化合物
171482-05-6 1242175-41-2 170729-79-0物理性质
上下游产品
[2R-[2α(R*),3α]]-2-[1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholine hydr°Chloride 3,5-bis(trifluoromethyl)phenyl methyl ketone (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol 4-benzyl-morpholine-2,3-dione aprepitant 5-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4-triazol-3-one合成工艺路线路线简述
📜N-苄基乙醇胺置于palladium On Activated Charcoal 盐酸,Sodium Hydroxide,三氟化硼乙醚,Potassium Tert-Butylate,氢气,双氧水,L-Selectride,Potassium Carbonate,对甲苯磺酸,1,8-二氮杂双环[5.4.0]十一碳-7-烯体系中,用 四氢呋喃,甲醇,乙醇,正己烷,正庚烷,水,二甲基亚砜,甲苯,叔丁醇 用作溶剂,10.0~25.0 °C,137.9 Kpa 条件下,反应 41.0H,反应生成阿瑞杂质9
参考文献:使用结晶诱导的非对映选择性转化高效合成 Nk1 受体拮抗剂阿瑞匹坦†
标题:使用结晶诱导的非对映选择性转化高效合成 Nk1 受体拮抗剂阿瑞匹坦†
摘要:描述了口服活性 Nk(1) 受体拮抗剂阿瑞匹坦的有效立体选择性合成.N-苄基乙醇胺与乙醛酸的直接缩合产生 2-羟基-1,4-恶嗪-3-酮,其被活化为相应的三氟乙酸酯.路易斯酸介导的与对映体纯 (R)-1-(3,5-双(三氟甲基)苯基)乙-1-醇的偶联提供了缩醛非对映异构体的 1:1 混合物,该混合物通过新型结晶转化为单一异构体-诱导不对称转变.所得 1,4-Oxazin-3-One 通过独特且高度立体选择性的一锅法转化为所需的 α-(氟苯基)吗啉衍生物.在这些关键步骤的优化过程中,发现了有趣且出乎意料的 [1,2]-Wittig 和 [1,3]-Sigmatropic 重排.在最后一步,三唑啉酮侧链附加到吗啉核心.因此,在最长的线性序列中以 55% 的总产率获得了靶向临床候选物.
Doi:10.1021/ja027458G
海关参考信息
- 2902600000-乙苯
2906210000-苄醇
2909110000-乙醚
2912110000-甲醛 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-8940890-B2
优先权日:2010-05-24
标 题:Preparation method of 5-[[2(R)-[1(R)-[3,5-bis(trifluoromethyl) phenyl]ethoxy]-3(S)-4-fluorophenyl-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4-triazole-3-one
发明人：JI JIANXIN; ZHANG QIANG; DU FENGTIAN; JIN YI; ZHANG TAO; GUO NA; YAN XIAOWEI; YANG YONGRONGN; LI BOGANG
权利人:JI JIANXIN; ZHANG QIANG; DU FENGTIAN; JIN YI; ZHANG TAO; GUO NA; YAN XIAOWEI; YANG YONGRONGN; LI BOGANG; CHENGDU DI AO PHARMACEUTICAL GROUP CO LTD
摘要:Disclosed is a synthesis method of a compound of formula 1,5-[[2(R)-[1(R)-[3,5-bis(trifluoromethyl)phenyl]ethoxyl]-3(S)-4-fluorophenyl-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4-triazole-3-one (i.e. aprepitant), which comprises cyclizing a compound of formula 4 in a solvent, wherein R is C 1 -C 5 alkyl. The intermediate for preparing aprepitant is also disclosed. The present method is especially suitable for industrial production of aprepitant.
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📌 第三方产品分析报告
主要参考文献
参考标题:A Convergent Approach To The Synthesis Of Aprepitant: A Potent Human Nk-1 Receptor Antagonist作者:Chandrashekar R. Elati,Naveenkumar Kolla,Srinivas Gangula,Anitha Naredla,Pravinchandra J. Vankawala,Muttu L. Avinigiri,Subrahmanyeswararao Chalamala,Venkatraman Sundaram,Vijayavitthal T. Mathad,Apurba Bhattacharya,Rakeshwar Bandichhor |发布日期:2007.11
摘要:Neurokinin-1 (Nk-1) Receptor, Is Described. The Synthetic Procedure Starts From P-Fluorobenzaldehyde To Access The Racemic Morpholinone 2 Via A Modified Strecker Synthesis And Utilizes A Diastereomeric Salt Resolution Technique To Accomplish The Synthesis Of 1 In Enantiomerically Pure Form And Good Yield.
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