Chiral Ionic Liquid Solvents for Asymmetric Synthesis

用于不对称合成的手性离子液体溶剂

• 批准号: 7219116
• 负责人: Elena Krumenaker
• 金额: $ 10万
• 依托单位: NGIMAT COMPANY
• 依托单位国家: 美国
• 财政年份: 2007
• 资助国家: 美国
• 起止时间: 2007-09-04 至 2008-08-29
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/7219116
• 关键词: Acids; Air; Air Pollutants; Air Pollution; Alkenes; Analytical Chemistry; Anions; Area; Benign; Chemicals; Chemistry; Choline; Condition; Data; Depth; Drug Formulations; Environment; Ethylenediamine; Ethylenediamines; Evaluation; Family; Fortune; Freezing; Glass; Global Warming; Goals; Government; Health; Heating; Human; Hydrocarbons; Inorganic Chemistry; Ion Exchange; Licensing; Liquid substance; Manufacturer Name; Measurement; Metals; Nickel; Nitrates; Organic Chemistry; Organic Synthesis; Organic solvent product; Ozone; Parents; Pathway interactions; Performance; Personnel Management; Persons; Pharmaceutical Preparations; Pharmacologic Substance; Phase; Play; Process; Production; Property; Purpose; Range; Reaction; Regulation; Relative (related person); Research; Role; Series; Small Business Funding Mechanisms; Small Business Innovation Research Grant; Solvents; Source; Technology; Temperature; Testing; Transient Global Amnesia; Water; Work; Zinc; base; commercialization; cost; density; design; desire; drug synthesis; enantiomer; enthalpy; experience; member; nitrate; oxidation; physical property; programs; scale up; skills; success; trend; vinyltoluene; volatile organic compound

DESCRIPTION (provided by applicant): This Small Business Innovation Research Phase I project will investigate newly discovered ionic liquids (IL's) that are based on asymmetric organic anions for use as environmentally friendly, VOC-free "green" solvents including four new room-temperature ionic liquids (RTIL's). These new solvents have been demonstrated for use in organic synthesis, and for oxidations in particular. The solvents may provide more environmentally benign pathways for synthesis of asymmetric drugs and intermediates by reducing harmful emissions and regulatory costs. The racemic forms of the solvents have already been isolated and are anticipated to have use for asymmetric oxidation reactions. Additional advantage in asymmetric synthesis may arise via the use of enantiomerically pure versions of the ionic liquid solvents. With liquid ranges as great as -50 ¿C to 250 ¿C, the solvents are anticipated to have use under a wide range of reaction conditions. nGimat proposes to investigate the properties of the new ionic liquids and develop more environmentally benign versions of asymmetric organic oxidations. This work will provide a scientific underpinning to the commercialization effort for these materials for applications in cooperation with our commercialization partner, a Fortune 500 manufacturer of organic solvents and performance chemicals. To date, we have discovered four room temperature ionic liquids (RTILs), and in Phase I, we will execute a search for additional members of the series that may also be ionic liquids. The recent trend towards environmentally friendly products has caused an increase in the use of green solvents in product formulations and industrial processes. Regulations governing the use of solvents classified as Hazardous Air Pollutants (HAP) or as Volatile Organic Compounds (VOC) are forcing companies to look for alternatives to solvents presently in use. Volatile organic solvents are a source of VOC emissions and hazardous air pollution and are implicated in ozone depletion and global warming, therefore, there is an opportunity for the introduction of products that are designed to eliminate VOC emissions from industrial processes. nGimat's goal is to release new ionic liquid solvents that meet these needs within 3-4 years. nGimat will license materials developed under Phase II to companies that manufacture pharmaceuticals, intermediates, performance chemicals, organic solvents or related products. Organic solvents play a major role in the synthesis of asymmetric drugs and intermediates, but many organic solvents are volatile and are harmful to the environment and to human health. Ionic liquid solvents offer a non-volatile alternative to replace volatile solvents in asymmetric drug synthesis. A new family of ionic liquid solvents will be investigated for their use in asymmetric synthesis.

描述（由申请人提供）：这个小企业创新研究第一阶段项目将研究新发现的离子液体（IL），这些离子液体基于不对称有机阴离子，可用作环境友好，无VOC的“绿色”溶剂，包括四种新的室温离子液体（RTIL）。这些新的溶剂已被证明可用于有机合成，特别是氧化反应。这些溶剂可以通过减少有害排放和管理成本，为不对称药物和中间体的合成提供更环保的途径。溶剂的外消旋形式已经被分离出来，预计可用于不对称氧化反应。通过使用离子液体溶剂的对映体纯形式，可以产生不对称合成中的额外优点。由于液体温度范围高达-50 ℃至250 ℃，预计溶剂可在广泛的反应条件下使用。nGimat建议研究新离子液体的性质，并开发更环保的不对称有机氧化版本。这项工作将为这些材料的商业化工作提供科学基础，以便与我们的商业化合作伙伴，一家财富500强有机溶剂和高性能化学品制造商合作应用。到目前为止，我们已经发现了四种室温离子液体（RTIL），在第一阶段，我们将搜索该系列中可能也是离子液体的其他成员。最近的环保产品的趋势已经导致在产品配方和工业过程中使用绿色溶剂的增加。管理被归类为有害空气污染物（HAP）或挥发性有机化合物（VOC）的溶剂使用的法规迫使公司寻找目前使用的溶剂的替代品。挥发性有机溶剂是VOC排放和有害空气污染的来源，并与臭氧消耗和全球变暖有关，因此，有机会引入旨在消除工业过程中VOC排放的产品。nGimat的目标是在3-4年内推出满足这些需求的新型离子液体溶剂。nGimat将把第二阶段开发的材料授权给生产药品、中间体、高性能化学品、有机溶剂或相关产品的公司。 有机溶剂在不对称药物和中间体的合成中起着重要的作用，但许多有机溶剂具有挥发性，对环境和人体健康有害。离子液体溶剂在不对称药物合成中提供了一种非挥发性的替代溶剂。一个新的家庭的离子液体溶剂将被用于不对称合成研究。