Catalysts
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2020
·Vol. 10
·期 12
·1419
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IF 3.52
Li-Hua Du,Miao Xue,Meng-Jie Yang,Yue Pan,Ling-Yan Zheng,Zhi-Min Ou,Xi-Ping Luo
An efficient method for the preparation of β-amino alcohols catalyzed by lipase TL IM fromThermomyces lanuginosusin a continuous-flow reactor was developed. The eco-friendly biocatalyst combined with continuous-flow reaction technology displayed high efficiency in the synthesis of β-amino alcohols. The benign reaction conditions (35 °C) and short residence time (20 min), together with the use of low cost and readily available starting materials, make this synthetic approach a promising alternative to current β-amino alcohol synthesis.Keywords:enzymatic synthesis;β-amino alcohols;reactor;epoxides;ring-opening reaction
研究领域:
生物化学
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有机合成
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绿色化学
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产品关联
DOI
高影响因子
SYNTHETIC COMMUNICATIONS
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2012
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IF 1.062
Xi'an Chen,Huayue Wu,Shun Wang,Shaoming Huang
Nano-TiO2 is an effective heterogeneous catalyst for the ring opening of epoxides with aromatic amines to afford β-amino alcohols in good to excellent yields at room temperature under solvent-free conditions. It was found that the catalyst is recyclable, and the activity of the catalyst was not weakened markedly even after several reaction cycles. In addition, the catalytic activity of TiO2 strongly depends on particle size or surface area.
研究领域:
化学
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催化材料科学
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DOI
高影响因子
JOURNAL OF CHROMATOGRAPHY A
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2018
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IF 3.716
Yang Zhang,Shanshan Wang,Jianguang Luo,Yaolan Lin,Xiao Xu,Chao Han,Lingyi Kong
Synephrine, a chiral adrenergic agonist, exists as R - (more active) and S -enantiomers (less active) that are difficult to separate because of their alkalinity and high polarity. Herein, we show that although this enantioseparation can hardly be achieved by high-performance liquid chromatography, acceptable preparative separation can be realized using high-speed counter-current chromatography (HSCCC) and pH-zone-refining counter-current chromatography (CCC) under optimal conditions. Specifically, 23.0 mg of S -synephrine and 25.0 mg of R -synephrine were isolated from 60.0 mg of racemic synephrine by conventional HSCCC, while 70.0 mg of S -synephrine and 69.0 mg of R -synephrine were obtained from 200.0 mg of racemic synephrine by pH-zone-refining CCC. The pH-zone-refining CCC was identified as the most efficient enantioseparation technique for synephrine and can be applied for the preparative enantioseparation of other β-amino alcohols.
研究领域:
药学
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分析化学
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产品关联
DOI
PubMed
高影响因子
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
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2020
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IF 3.99
Yanhua Xu,Xinyu Guo,Ningxuan Chen,Lei Zhang,Wenshan Zhao
To develop high efficiency organic pickling inhibitor, a new β-amino alcohol compound named 1,16-(5,12-dihydroxy-7,10-dioxa-3,14-diazahexadecane) di- p -benzenesulfonamide (TDB) was well designed and synthesized. The corrosion inhibition performances of TDB for mild steel in 0.5 M H 2 SO 4 solution were investigated by weight-loss, electrochemical impedance spectroscopy and potentiodynamic methods. It has been found that the inhibition efficiency of TDB derived from potentiodynamic method was 90.7 % at a low concentration of 10 mg/L at 25 °C. Effect of temperature indicated that the inhibition efficiency was still above 89 % even at 45 °C in the presence of 100 mg/L of TDB in 0.5 M H 2 SO 4 solution. XPS analyses showed that TDB prevented the attack of the corrosive medium by adsorbing on the surface of the mild steel. Theoretical calculations indicated that the structure of TDB is conducive to form an adsorption layer on the mild steel surface.
研究领域:
材料化学
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腐蚀科学
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产品关联
DOI
高影响因子
BIOTECHNOLOGY LETTERS
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2020
·Vol. 42
·期 8
·1501-1511
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IF 1.977
Chang Ya-Wen,Zhang Jian-Dong,Yang Xiao-Xiao,Li Jing,Gao Li-Li,Huang Shuang-Ping,Guo Xing-Mei,Zhang Cao-Feng,Chang Hong-Hong,Xu Jian-He
Objectives To screening of bacteria with cyclic amino alcohol deamination activity for enantioselective synthesis of chiral cyclic β-amino alcohols. Results A new strain named Arthrobacter sp. TYUT010-15 with the ( R )-selective deamination activity of cyclic β-amino alcohol has been isolated from nature via a high throughput solid-phase screening method. The reaction conditions of TYUT010-15 were optimized. Using the resting cell of TYUT010-15 as the catalyst, kinetic resolution of trans -2-aminocyclopentanol, trans -2-aminocyclohexanol and cis -1-amino-2-indanol was carried out to afford (1 S , 2 S )- trans -2-aminocyclopentanol, (1 S , 2 S )- trans -2-aminocyclohexanol and (1 R , 2 S )- cis -1-amino-2-indanol in > 99% ee and 49.6–50% conversion. Four aromatic β-amino alcohols and two amines were also resolved, ( S )-β-amino alcohols and ( R )-amines were obtained in > 99% ee. Preparation experiment was conducted with 200 mM (23.2 g L −1 ) racemic trans -2-aminocyclohexanol, yielding the desired (1 S , 2 S )- trans -2-aminocyclohexanol in 40% isolated yield, > 99% ee and 5.8 g L −1 d −1 space time yields. Conclusions This study provides a high throughput solid-phase method for screening of bacteria with cyclic amino alcohol deamination activity and a first example for practical preparation of chiral cyclic β-amino alcohol by Arthrobacter sp. TYUT010-15.
研究领域:
微生物学
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有机化学
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生物催化
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手性化学
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产品关联
DOI
PubMed
高影响因子
Green Synthesis and Catalysis
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2025
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IF 6.3
Mengqian Song,Yu Li,Jinhui Feng,Shuhong Mao,Peiyuan Yao,Qiaqing Wu,Dunming Zhu
Chiral β-amino alcohols represent a significant structural motif in many biologically active molecules. Developing an efficient biocatalytic method for synthesizing chiral β-amino alcohols with structural diversity is highly desirable. In this study, enzymatic hydroxymethylation of aryl-aliphatic aldehydes by benzaldehyde lyases (BALs) enabled the synthesis of α-hydroxymethyl ketones at high substrate loadings (200 mmol/L - 300 mmol/L). And the reductive amination of diverse α-hydroxymethyl ketones by amine dehydrogenases (AmDHs) was conducted for synthesizing chiral β-amino alcohols in high isolated yields (60 %-79 %). Furthermore, a one-pot, two-step enzymatic process involving BAL-catalyzed hydroxymethylation of aldehydes and subsequent AmDH-catalyzed reductive amination was developed, enabling the synthesis of aromatic, aliphatic and aryl-aliphatic ( S )-β-amino alcohols from corresponding aldehydes in good to excellent isolated yields (56 %-96 %) and excellent enantioselectivity (>99 % ee ). The practical utility of this methodology was further demonstrated through the synthesis of key intermediates for antiviral drug Telaprevir or ATP competitive ERK inhibitor BVD-523.
研究领域:
有机化学
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生物催化
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酶学
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药物化学
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合成生物学
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不对称合成
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）