CAS: 62-13-5; 1-(3,4-Dihydroxyphenyl)-2-(Methylamino)Ethanone,Hydrochloride

上下游产品

2-chloro-3',4'-dihydroxyacetophenone methylamine adrenalone benzene-1,2-diol R,S-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-oxo-2-methylamido-ethan α-(p-cyano-N-methylbenzamido)-3,4-dihydroxyacetophenone R-(+)-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-oxo-2-methylamido-ethan S-(-)-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-oxo-2-methylamido-ethan

肾上腺酮置于盐酸体系中,用 甲醇 作为反应溶剂,以71%的收率获得产物盐酸肾上腺酮
参考文献:利用钌催化的无保护 α-酮胺的不对称转移氢化合成含手性 1,2-氨基醇的化合物
标题:利用钌催化的无保护 α-酮胺的不对称转移氢化合成含手性 1,2-氨基醇的化合物
摘要:在此,我们公开了一种简单的合成策略,以利用高效钌催化的未保护 α-酮胺的不对称转移氢化来获得一类重要的药物分子,这些分子包含手性 1,2-氨基官能团.最近,由于需求增加,Covid-19 大流行导致许多重要药物短缺危机,尤其是去甲肾上腺素和肾上腺素,用于治疗过敏反应和低血压.遗憾的是,由于现有的冗长合成方案需要额外的保护和脱保护步骤,因此现有技术无法满足全球要求.我们通过肾上腺素的高对映选择性一步法和去甲肾上腺素的两步法分别从未受保护的 α-酮胺 1B 和 1A 开始,确定了一种简单的合成方案.这种新开发的对映选择性钌催化的不对称转移氢化被扩展到许多含 1,2-氨基醇的药物分子的合成,如去氧肾上腺素,地诺巴胺,去甲布芽碱和左旋异丙肾上腺素,对映选择性为 >99% Ee,分离产率高.
DOI:10.1021/acs.Joc.4C00045

专利信息

专利号:US-2021061757-A1
优先权日:2018-04-13
标题:Process for the synthesis of optically active beta-amino alcohols
发明人：NISIC FILIPPO; GARIS FARIS; COLLI CORRADO; BERTOLINI GIORGIO; SADA MARA; BERTUOLO STEFANIA; RONZONI SILVANO; DI FABIO ROMANO; MAIORANA STEFANO
权利人:OLON SPA
摘要:Subject-matter of the present invention is a process for the preparation of optically active phenyl-beta-amino alcohols by means of a specific reduction of the corresponding phenyl-beta-amino ketones. Further subject-matter of the invention are said novel synthesis intermediates and their use for the preparation of active pharmaceutical ingredients.

专利号:WO-2025058704-A1
优先权日:2023-09-15
标 题:Process for the preparation of epinephrine and norepinephrine
发明人：YUE TAI-YUEN; SAHANI RAJKUMAR; JAYARAMAN ARAVINDAN; DONSBACH KAI; SENANAYAKE CHRIS; QU BO; SIRASANI GOPAL; MANGUNURU HARI; JANGANATI VENUMADHAV; GANGU ARAVIND; TERRAB LEILA; KALIKINIDI NAGESWARA
权利人:UNIV VIRGINIA COMMONWEALTH
摘要:A method of preparing epinephrine or norepinephrine is provided. The method includes reacting a starting material comprising 2-chloro-l-(3,4-dihydroxyphenyl)ethan-l- one with an amine nucleophile RNH2 (R=H for the synthesis of epinephrine or Me for the synthesis of norepinephrine) under conditions suitable for nucleophilic substitution of the starting material to form a substituted starting material and reacting the substituted starting material with a tethered ligand transition metal catalyst under conditions suitable for transfer¬ hydrogenation to produce epinephrine or norepinephrine.

专利号:WO-2016038422-A1
优先权日:2014-09-11
标题:Process for the preparation of optically enriched adrenaline
发明人：PIACENZA GUY; QUERON EMMANUELLE
权利人:ROUVER INVEST S À R L
摘要:A process for the production of (-)-adrenaline and (-)-adrenaline-L-tartrate is provided. The process provides for a new, efficient and commercially feasible process for the optical resolution of racemic adrenaline. In one aspect, a one pot process for the synthesis of (-)-adrenaline is provided. The process provides a simple and less expensive 5 process that can be used to prepare commercial scale batches of (-)-adrenaline and (-)-adrenaline-L-tartrate of API quality. The process avoids the use of expensive and unpredictable chiral catalysts.

专利号:US-4035405-A
优先权日:1976-07-09
标题 :Novel synthesis for preparing the hydrochloride salt of selected catecholamine derivatives
发明人：BODOR NICOLAE S; YUAN SUN-SHINE
权利人:INTERX RESEARCH CORP
摘要:Compounds of the formula: ##STR1## wherein R represents a straight or branched C 1 -C 5 alkyl group; and R 1 in each occurrence represents an acyl member which is alkanoyl having 1-22 carbon atoms, alkenoyl having one or two double bonds and having 4-22 carbon atoms, ##STR2## having a total of 4-10 carbon atoms of which 3-7 are ring carbon atoms in cycloalkyl and wherein n is zero, one, or two, phenoxyacetyl, naphthalenecarbonyl, pyridinecarbonyl, ##STR3## wherein n is zero, one or two and phenyl is unsubstituted or is substituted by 1-3 alkyl having 1-4 carbon atoms, alkoxy having 1-4 carbon atoms, halo, trifluoromethyl, dialkylamino having 2-8 carbon atoms, or alkanoylamino having 1-6 carbon atoms groups; are prepared in substantial purity and yield, using as the chloride ion donor, cesium chloride (CsCl). n The compounds prepared by the process claimed herein exhibit sympathomimetic activity and are thus useful in eliciting sympathomimetic responses in warm-blooded animals, e.g., reduction in intraocular pressure, miosis, mydriasis, bronchodilation, etc.

专利号:WO-2019198023-A1
优先权日:2018-04-13
标题:Process for the synthesis of optically active beta-amino alcohols

专利号:US-5047592-A
优先权日:1989-08-21
标题 :Selective hydrogenolysis process
发明人：CARPENTER JOEL F
权利人:ETHYL CORP
摘要:A relatively simple, economical process for the synthesis of epinine and related compounds is described. The process involves subjecting adrenalone, epinephrine or their respective congeners to selective hydrogenolysis using hydrogen and a metal hydrogenolysis catalyst such as palladium, platinum, rhodium or nickel. Preferably the reaction is conducted in a non-oxidizing acidic liquid reaction medium, such as in aqueous hydrochloric acid.