Corey-Itsuno Reduction of Ketones: A Development of Safe and Inexpensive Process for Synthesis of Some API Intermediates

Rajendra D. Mahale; Sudhir P. Chaskar; Kiran E. Patil

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Corey-Itsuno Reduction of Ketones: A Development of Safe and Inexpensive Process for Synthesis of Some API Intermediates

机译：Corey-Itsuno还原酮：一种合成某些API中间体的安全且廉价的方法

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A safe and inexpensive procedure for asymmetric reduction of ketones using in situ prepared N,N-diethylaniline borane (DEANB) and oxazaborolidine catalyst from sodium borohydride, N,N-diethylaniline hydrochloride and (S)-α,α-diphenylprolinol is described. This protocol is demonstrated successfully to manufacture enantiopure dapoxetine at the plant scale.

机译：描述了使用原位制备的N，N-二乙基苯胺硼烷（DEANB）和恶唑硼烷催化剂从硼氢化钠，N，N-二乙基苯胺盐酸盐和（S）-α，α-二苯基脯氨醇中不对称还原酮的安全且廉价的方法。该协议已成功证明可以在工厂规模生产对映纯的达泊西汀。

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《Organic process research & development》 |2012年第4期|共4页
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Rajendra D. Mahale; Sudhir P. Chaskar; Kiran E. Patil;
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1. Corey-Itsuno Reduction of Ketones: A Development of Safe and Inexpensive Process for Synthesis of Some API Intermediates [J] . Rajendra D. Mahale, Sudhir P. Chaskar, Kiran E. Patil Organic process research & development . 2012,第4期

机译：Corey-Itsuno还原酮：一种合成某些API中间体的安全且廉价的方法
2. Titanocene-catalysed, selective reduction of ketones in aqueous media. A safe, mild, inexpensive procedure for the synthesis of secondary alcohols via radical chemistry [J] . Alejandro F. Barrero, Antonio Rosales, Juan M. Cuerva, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2003,第5期

机译：钛茂催化，选择性还原水性介质中的酮。通过自由基化学合成仲醇的安全，温和，廉价的方法
3. Diethylanilineborane: A Practical, Safe, and Consistent-Quality Borane Source for the Large-Scale Enantioselective Reduction of a Ketone Intermediate in the Synthesis of (R,R)-Formoerol [J] . H. Scott Wilkinson, Gerald J. Tanoury, Stephen A. Wald, Organic process research & development . 2002,第2期

机译：Diethylanilineborane：一种实用，安全和一致质量的硼烷源，用于在（R，R）-Formoerol合成中大规模对映中间体还原对映体
4. AN IMPROVED ROBINSON ANNELATION PROCESS VIA REDUCTIVE ALKYLATION OF THE γ-CYANO-α,β-UNSATURATED KETONE SYSTEM.APPLICATION TO THE TOTAL SYNTHESIS OF (±)-NANAIMOAL [C] . Hsing-Jang Liu International symposium for Chinese organic chemists . 2000

机译：通过γ-氰基-α，β-不饱和酮体系的还原烷基化改进的罗宾逊结合方法。应用于（±） - 南部的总合成
5. Studies in polyketide synthesis: Development of a highly selective reduction of beta-alkoxy ketones, completion of the total synthesis of RK-397, and progress towards the total synthesis of arenolide. [D] . Cullen, Aaron J. 2006

机译：聚酮化合物合成的研究：开发高选择性还原β-烷氧基酮，完成RK-397的总合成，并朝着合成芳烃的方向发展。
6. New phosphine-diamine and phosphine-amino-alcohol tridentate ligands for ruthenium catalysed enantioselective hydrogenation of ketones and a concise lactone synthesis enabled by asymmetric reduction of cyano-ketones [O] . José A Fuentes, Scott D Phillips, Matthew L Clarke 2012

机译：用于钌催化酮的对映选择性氢化的新膦二胺和膦氨基氨基醇三齿配体以及通过不对称还原氰基酮实现的简洁内酯合成
7. α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. I. A Novel Synthesis of Dialkyl Ketones and a Synthesis of Aldehydes from Ketones by One Carbon Elongation [O] . Tsuyoshi Satoh, Youhei Kaneko, Takao Izawa, 1985

机译：α，β-环氧磺氧化物是有机合成中有用的中间体。 I.一种新颖的二烷基酮合成二烷基酮的合成酮的醛基胶质伸长率
8. Chiral Synthesis via Organoboranes. 22. Selective Reductions. 44. The Effect of the Steric Requirements of the Alkyl Substituent in Isopinocampheylalkylchloroboranes for the Asymmetric Reduction of Representative Ketones [R] . Brown, H. C., Srebnik, M., Ramachandran, P. V. 1989

机译：有机硼烷的手性合成。 22.选择性削减。 44.异丙基氨基烷基氯硼烷中烷基取代基的空间要求对代表性酮的不对称还原的影响

Corey-Itsuno Reduction of Ketones: A Development of Safe and Inexpensive Process for Synthesis of Some API Intermediates

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