384338-20-9Relevant articles and documents
Short enantioselective total synthesis of (+)-tofacitinib
Mane, Kishor D.,Kamble, Rohit B.,Suryavanshi, Gurunath
, (2021/02/20)
An enantioselective total synthesis of Tofacitinib (CP-690,550), a Janus tyrosine kinase (JAK3) specific inhibitor has been achieved from the readily available 4-piperidone. Proline catalysed hydroxylation is the key step for the synthesis of enantiopure 1-benzyl-4-methylpiperidin-3-ol.
Method for preparing lactam compound
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Paragraph 0163-0168, (2020/11/09)
The invention relates to a preparation method of a lactam compound, and belongs to the field of medicinal chemistry. The preparation method comprises the following steps: carrying out an asymmetric hydrogenation reaction on raw materials under the action of a ruthenium catalyst and a hydrogen donor reagent, and carrying out a post treatment to obtain the target compound. The product obtained by the method is high in ee value, the method is simple and convenient, and the target compound can be easily, conveniently and efficiently obtained.
Formal asymmetric synthesis of (+)-tofacitinib
Liao, Hao-Chun,Uang, Biing-Jiun
, p. 105 - 109 (2017/01/12)
Tofacitinib is an efficient and selective Janus kinase 3 (JAK3) inhibitor, and is used as an immunosuppressant drug for the treatment of rheumatoid arthritis and transplant patients. Herein we report a concise formal asymmetric synthesis of tofacitinib from homochiral 1,3-dioxolanone 10b, which was elaborated through a highly stereoselective Michael addition followed by solvent-free removal of the chiral auxiliary and ring cyclization to furnish chiral imide 8. The preparation of tofacitinib's precursor 16 could be obtained after reduction of 8 followed by sequential oxidation, reductive amination and SNAr reactions.