873436-52-3Relevant academic research and scientific papers
Method for preparing chiral gamma-amino alcohol and chiral alpha-allyl alcohol by one-pot method
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Paragraph 0047-0050; 0055; 0070-0080, (2020/12/15)
The invention relates to a method for preparing chiral gamma-amino alcohol and chiral alpha-allyl alcohol by a one-pot method. The method comprises the following steps: making a racemic alpha-allyl alcohol compound, an amine compound, a chiral ruthenium complex and an alkaline reagent react in an organic solvent, and carrying out separation and purification after completion of the reaction, so that chiral gamma-aminoalcohols and chiral alpha-allylalcohol are prepared, wherein a chiral ruthenium complex is selected from one of them. According to the preparation method of the chiral compound, two chiral compounds with wide purposes, namely the chiral gamma-amino alcohol and the chiral alpha-allyl alcohol, are obtained at the same time through a one-pot reaction, the reaction is simple, the atom economy is high, few by-products are produced, and the requirements of green chemistry are met.
Method for synthesizing chiral gamma-aminoalcohol
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Paragraph 0083-0086, (2020/07/12)
The invention discloses a method for synthesizing chiral gamma-aminoalcohol, a chiral diphosphine dinitrogen metal complex is used as a catalyst, an allyl alcohol compound and an amine compound whichare cheap and easy to obtain are used as substrates, potassium phosphate or sodium methoxide is used as alkali, and a synthesis reaction of the chiral gamma-aminoalcohol is realized in an inert gas atmosphere. In the process, the chiral gamma-aminoalcohol is obtained by a green, economic and effective method of asymmetric hydrogen borrowing through a one-pot method. The method is simple in reaction system, simple and convenient to operate and high in economic benefit, does not need an additional hydrogen source and other auxiliary additives, and is a clean, safe and efficient method for synthesizing the chiral gamma-aminoalcohol. Besides, the target product is high in yield and good in stereoselectivity, the defects that a traditional raw material reagent is expensive, a reaction system iscomplex, synthesis steps are tedious, stereoselectivity is not high and the like are overcome, and the method has very good application prospects in the fields of synthesis of antidepressant drugs and the like.
Anti-Markovnikov Hydroamination of Racemic Allylic Alcohols to Access Chiral γ-Amino Alcohols
Liu, Haoying,Sun, Huaming,Tang, Weijun,Wang, Chao,Wang, Kun,Xiao, Jianliang,Xu, Ruirui,Xue, Dong
supporting information, p. 21959 - 21964 (2020/10/06)
A ruthenium-catalyzed formal anti-Markovnikov hydroamination of allylic alcohols for the synthesis of chiral γ-amino alcohols is presented. Proceeding via an asymmetric hydrogen-borrowing process, the catalysis allows racemic secondary allylic alcohols to react with various amines, affording enantiomerically enriched chiral γ-amino alcohols with broad substrate scope and excellent enantioselectivities (68 examples, up to >99 % ee).
Cobalt-Catalyzed Asymmetric Markovnikov Hydroboration of Styrenes
Chen, Xu,Cheng, Zhaoyang,Lu, Zhan
, p. 4025 - 4029 (2019/04/25)
A cobalt-catalyzed asymmetric hydroboration of styrenes using an imidazoline phenyl picoliamide (ImPPA) ligand was first reported to deliver the valuable chiral secondary organoboronates with good functional tolerance and high enantioselectivity (up to >9
A method for preparing optically active 3-amino-1-phenylpropanol derivatives as an intermediate and a method for preparing optically active pharmaceutical products using the same
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Paragraph 0171-0173, (2016/11/09)
The present invention relates to a method for preparing a 3-amino-1-phenylpropanol derivative having (R) or (S) optical activity with 80% or more of an enantiomeric excess (ee), which includes a step of performing an asymmetric reduction reaction in the presence of a spiroborate ester catalyst and a hydrogen donor. The invention also relates to a method for preparing an optically active pharmaceutical product, which includes a step of preparing a (R)- or (S)-3-amino-1-phenylpropanol derivative, that is an intermediate, by using the catalyst.(AA) 3-amino-1-phenylpropanol(BB) Tomoxetine(CC) Nisoxetine(DD) FluoxetineCOPYRIGHT KIPO 2016
Asymmetric hydrogenation of β-amino ketones with the bimetallic complex RuPHOX-Ru as the chiral catalyst
Wang, Jiahao,Liu, Delong,Liu, Yangang,Zhang, Wanbin
, p. 3855 - 3861 (2014/03/21)
Asymmetric hydrogenations of a series of β-amino ketones were carried out with a bimetallic complex (RuPHOX-Ru) as the chiral catalyst. Almost all the reactions (performed in a mixed solvent system of toluene and H2O in the presence of KOH) gave quantitative conversions into their respective products with up to 99.9% ee. The RuPHOX-Ru catalyst is stable to both moisture and air. The procedure has the benefits of being inexpensive, environmentally friendly and highly efficient. Under a relatively low catalyst loading (TON = 2000), key intermediates of fluoxetine, tomoxetine and nisoxetine could be obtained in quantitative yield and in up to 99.9% ee. This methodology represents a promising alternative to the synthesis of the aforementioned drugs and their analogues. This journal is The Royal Society of Chemistry 2013.
Process for manufacturing of enantiomerically pure 3-hydroxy-3-phenyl-propylamin
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Page/Page column 5, (2008/06/13)
The present invention relates to an improved process for preparing enantiomerically pure 3-hydroxy-3-phenyl-propylamines on an industrial scale using asymmetrical hydrogenation as a key step and optionally a special sequence of subsequent steps, using a catalyst system consisting of rhodium and chiral 4-(dicyclohexylphosphino)-2-(diphenyl-phosphino-methyl)-N-methyl-aminocarbonyl-pyrrolidine.
