PEG(600)-Carboxylates as Efficient Reusable Reaction Media and Acylating Agents for the Resolution of sec-Alcohols

Monteiro Carlos M.; Lourenco Nuno M. T.; Ferreira Frederico C.; Afonso Carlos A. M.

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PEG(600)-Carboxylates as Efficient Reusable Reaction Media and Acylating Agents for the Resolution of sec-Alcohols

机译：PEG（600） - 羧酸盐作为有效的可再使用反应介质和酰化剂，用于分辨SEC-醇

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Herein is presented a simple, attractive, and reusable methodology for one-pot resolution/separation of free sec-alcohols with enantiomeric excess (ee) values over 90% by the combination of sustainable acylating agents/solvents (polyethylene glycol derivatives) and an easily available and common biocatalyst (Candida antarctica lipase B, or CAL B) under irreversible conditions, along with a separation process by extraction or distillation. A scale-up reaction was carried out with the Fluoxetine precursor with ee values close to 90% for the R enantiomer.

机译：本文介绍了通过可持续的酰化剂/溶剂（聚乙二醇衍生物）和容易的组合，具有在90％以上的单壶分辨率/分离自由秒 - 醇的单罐分辨率/分离的自由秒（EE）值。可用和常见的生物催化剂（Candida抗野生脂肪酶B，或Cal B）在不可逆条件下，通过提取或蒸馏和分离过程。用氟西汀前体进行缩放反应，EE值接近R对映体的90％。

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来源
《ChemPlusChem》 |2015年第1期|共5页
作者
Monteiro Carlos M.; Lourenco Nuno M. T.; Ferreira Frederico C.; Afonso Carlos A. M.;
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作者单位

Univ Lisbon Fac Farm Inst Invest Medicamento iMed ULisboa P-1649003 Lisbon Portugal;

Inst Super Tecn Ctr Biol &

Chem Engn IBB Dept Bioengn P-1049001 Lisbon Portugal;

Inst Super Tecn Ctr Biol &

Chem Engn IBB Dept Bioengn P-1049001 Lisbon Portugal;

Univ Lisbon Fac Farm Inst Invest Medicamento iMed ULisboa P-1649003 Lisbon Portugal;

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原文格式 PDF
正文语种 eng
中图分类化学;
关键词
acylation; alcohols; enzyme catalysis; kinetic resolution; polyethers;

机译：酰化;醇;酶催化;动力学分辨率;聚醚;

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1. PEG(600)-Carboxylates as Efficient Reusable Reaction Media and Acylating Agents for the Resolution of sec-Alcohols [J] . Monteiro Carlos M., Lourenco Nuno M. T., Ferreira Frederico C., ChemPlusChem . 2015,第1期

机译：PEG（600） - 羧酸盐作为有效的可再使用反应介质和酰化剂，用于分辨SEC-醇
2. One-Pot Enzymatic Resolution and Separation of sec-Alcohols Based on Ionic Acylating Agents [J] . Nuno M.T.Lourengo, Carlos A.M.Afonso Angewandte Chemie . 2007,第43期

机译：离子酰化剂对一元醇的一锅法酶解和分离
3. Enzymatic kinetic resolution of sec-alcohols using an ionic liquid anhydride as acylating agent [J] . Teixeira Raquel, Lourenco Nuno M. T. Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2014,第12期

机译：离子液体酸酐作为酰化剂对仲醇的酶促动力学拆分
4. Zn-Promoted Regio- and Sequence-Selective One-Pot Joining Reaction of Three Components,Alkyl Iodides,alpha,beta-Unsaturated Esters (or Nitriles) and Acylating Agents [C] . Ikuzo Nishiguchi, Yoshimasa Yamamoto, Seiji Nakano, Symposium on Organometallic Chemistry . 2004

机译：Zn-Prodio-and序列选择性单罐加入三种组分，烷基碘，α，β-不饱和酯（或腈）和酰化剂
5. New avenues and applications for parallel library synthesis: I. Application of multicomponent reactions for the efficient synthesis of small molecule macroarrays. II. Characterization of non-native N-acylated L-homoserine lactones as bacterial biofilm inhibitors [D] . Lin, Qi 2007

机译：平行文库合成的新途径和应用：I.多组分反应在小分子大分子阵列有效合成中的应用。二。非天然N-酰化L-高丝氨酸内酯作为细菌生物膜抑制剂的表征
6. Design Synthesis and Validation of an Effective Reusable Silicon-Based Transfer Agent for Room-Temperature Pd-Catalyzed Cross-Coupling Reactions of Aryl and Heteroaryl Chlorides with Readily Available Aryl Lithium Reagents [O] . Dionicio Martinez-Solorio, Bruno Melillo, Luis Sanchez, -1

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7. Heterocycles. XII. Synthesis of 2-amino-5-phenyl-1,4-benzodiazepine 1-oxides and 2-amino-6-phenyl-1,5-benzodiazocine 1-oxides and their reactions with acylating agents. [O] . HIDEAKI NATSUGARI, KANJI MEGURO, YUTAKA KUWADA 1979

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8. Novel complexing agents for the efficient separation of actinides and remediation of actinide-contaminated sites [R] . Baisden, P. , Kadkhodayan, B. 1996

机译：用于有效分离act系元素和修复act系元素污染位点的新型络合剂

PEG(600)-Carboxylates as Efficient Reusable Reaction Media and Acylating Agents for the Resolution of sec-Alcohols

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