Highly enantioselective bioreduction of 1-(3,4-difluorophenyl)-3-nitropropan-1-one: key intermediate of ticagrelor

Singh Manpreet; Krishnen Hare; Neelam Uday Kumar; Charugondla Kavitha; Gilla Goverdhan; Holt-Tiffin Karen; Bandichhor Rakeshwar

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Highly enantioselective bioreduction of 1-(3,4-difluorophenyl)-3-nitropropan-1-one: key intermediate of ticagrelor

机译：1-（3,4-二氟苯基）-3-硝基丙烷-1-1的高度映射性生物诱导：TicagreloLor的关键中间体

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A simple, highly effective and economical whole-cell mediated process was developed for the biocatalytic reduction of a ketone, intermediate in the synthesis of platelet inhibiting drug ticagrelor. Sixteen different microorganisms were screened for the bioreduction of 1-(3,4-difluorophenyl)-3-nitropropan-1-one (1) to (S)-1-(3,4-difluorophenyl)-3-nitropropan-1-ol (2). Growing as well as resting cells of Candida parapsilosis 104659 exhibited high conversion (>99.0%) and enantioselectivity (98.0%) for the S-enantiomer.

机译：一种简单，高效且经济的全细胞介导的过程是为生物催化的酮，中间体在血小板抑制药物TiCagreles的合成中进行了一种简单，高效和经济的全细胞介导的方法。将十六种不同的微生物筛选为1-（3,4-二氟苯基）-3-硝基丙烷-1-一（1）至（S）-1-（3,4-二氟苯基）-3-硝基丙烷-1-的生物诱导 ol（2）。生长以及念珠菌穴位104659的静息细胞表现出高转化（> 99.0％）和S-映体的映射性（98.0％）。

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《RSC Advances》 |2016年第41期|共5页
作者
Singh Manpreet; Krishnen Hare; Neelam Uday Kumar; Charugondla Kavitha; Gilla Goverdhan; Holt-Tiffin Karen; Bandichhor Rakeshwar;
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Dr Reddys Labs Ltd Integrated Prod Dev Innovat Plaza Qutubullapur 500072 Andhra Pradesh India;

Dr Reddys Labs Ltd Integrated Prod Dev Innovat Plaza Qutubullapur 500072 Andhra Pradesh India;

Dr Reddys Labs Ltd Integrated Prod Dev Innovat Plaza Qutubullapur 500072 Andhra Pradesh India;

Dr Reddys Labs Ltd Integrated Prod Dev Innovat Plaza Qutubullapur 500072 Andhra Pradesh India;

Dr Reddys Labs Ltd Integrated Prod Dev Innovat Plaza Qutubullapur 500072 Andhra Pradesh India;

Chirotech Technol Ltd 410 Cambridge Sci Pk Milton Rd Cambridge CB4 OPE Cambs England;

Dr Reddys Labs Ltd Integrated Prod Dev Innovat Plaza Qutubullapur 500072 Andhra Pradesh India;

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正文语种 eng
中图分类化学;
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1. Highly enantioselective bioreduction of 1-(3,4-difluorophenyl)-3-nitropropan-1-one: key intermediate of ticagrelor [J] . Singh Manpreet, Krishnen Hare, Neelam Uday Kumar, RSC Advances . 2016,第41期

机译：1-（3,4-二氟苯基）-3-硝基丙烷-1-1的高度映射性生物诱导：TicagreloLor的关键中间体
2. Lipase-catalyzed hydrolytic resolution of trans-2-(3,4-difluorophenyl)cyclopropyl azolides, a key building block for Ticagrelor synthesis [J] . Wang Xin-Yu, Liu Jia-Xin, Tsai Shau-Wei Journal of the Taiwan Institute of Chemical Engineers . 2019,第期

机译：脂肪酶催化的反式-2-（3,4-二氟苯基）环丙基氮化物的水解分辨率，是TiCagrels合成的关键构建块
3. Highly Stereoselective Biocatalytic Synthesis of Key Cyclopropane Intermediate to Ticagrelor [J] . Hernandez Kari E., Renata Hans, Lewis Russell D., ACS catalysis . 2016,第11期

机译：替卡格雷洛的关键中间体环丙烷的高立体选择性生物催化合成
4. Highly-Efficient Preparation of Key Intermediate of Huperzine A [C] . Xie Kai-ming International Conference on Green Power, Materials and Manufacturing Technology and Applications . 2014

机译：高效制备Huperzine A的关键中间体
5. The catalytic enantioselective construction of molecules with quaternary carbon stereocenters: Asymmetric routes to cassiol, ovalicin and a key intermediate for the synthesis of atractyligenin. [D] . Guzman-Perez, Angel. 1997

机译：具有季碳立构中心的分子的催化对映选择性结构：不对称路线形成c烯醇，卵磷脂和合成白屈菜皂甙元的关键中间体。
6. Highly Stereoselective Biocatalytic Synthesis of Key Cyclopropane Intermediate to Ticagrelor [O] . Kari E. Hernandez, Hans Renata, Russell D. Lewis, -1

机译：替卡格雷洛关键中间体环丙烷的高立体选择性生物催化合成
7. Highly Stereoselective Biocatalytic Synthesis of Key Cyclopropane Intermediate to Ticagrelor [O] . Hernandez Kari E., Renata Hans, Lewis Russell D., 2016

机译：替卡格雷洛关键中间体环丙烷的高立体选择性生物催化合成

Highly enantioselective bioreduction of 1-(3,4-difluorophenyl)-3-nitropropan-1-one: key intermediate of ticagrelor

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