1284248-73-2Relevant articles and documents
Method for preparing (1R, 3S)-3-aminocyclopentanol hydrochloride
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Paragraph 0030; 0046-0048; 0054-0058, (2021/03/31)
The invention discloses a method for preparing (1R, 3S) 3-aminocyclopentanol hydrochloride, belongs to the field of organic chemical synthesis, and provides a process route to overcome the defects ofhigh price, difficulty in chiral control and the like in the prior art. The process route comprises the following steps: 1) oxidizing tert-butyl carbonate hydroxylamine into tert-butyl carbonate nitrosyl under the catalysis of copper chloride and 2-ethyl-2-oxazoline, then carrying out a hetero Diels-Alder reaction with cyclopentadiene in situ; 2) selectively reducing nitrogen-oxygen bonds in a zinc powder-acetic acid reaction system; 3) under the catalysis of lipase, reacting with vinyl acetate to optically and selectively realize chiral resolution; 4) reducing double bonds through palladium carbon hydrogenation; 5) under the alkaline condition of lithium hydroxide-methanol, performing deacetylation protection; and 6) removing tert-butyl carbonate protection in a hydrogen chloride isopropanol acid solution prepared from acetyl chloride and isopropanol in situ, and forming hydrochloride in situ to obtain a target product. The synthetic method has the beneficial effects that the synthetic method has the characteristics of novel and short route, high optical purity, low cost and the like.
SUBSTITUTED PYRROLOPYRIDINES AS JAK INHIBITORS
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Paragraph 0343; 0391, (2020/11/12)
The present invention relates to new pyrrolopyridine compounds having the structures of Formula (I)-(IV), wherein the R groups, A, B, C, D and n are as defined in the detailed description, and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibition of JAK kinase activity in a human or animal subject are also provided for the treatment diseases such as pruritus, alopecia, androgenetic alopecia, alopecia areata, vitiligo and psoriasis.
Synthesis method of bictegravir intermediate
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Paragraph 0048-0052, (2019/10/01)
The invention discloses a synthesis method of a bictegravir intermediate. Starting material 3-carbonyl cyclopentacarboxylic acid (formula I) undergoes asymmetric reduction reaction under the conditionof an enzyme to generate (3R)-3-hydroxycyclopentane carboxylic acid (formula II); the (3R)-3-hydroxycyclopentane carboxylic acid (formula II) and diphenylphosphoryl azide (DPPA) undergoe rearrangement cyclization reaction to generate (1R, 5S)-2-oxy-4-azabicyclo [3.2.1] octane-3-one (formula III); the (1R, 5S)-2-oxy-4-azabicyclo [3.2.1] octane-3-one (formula III) is hydrolyzed in hydrochloric acidto directly obtain the bictegravir intermediate (1R, 3S)-3-aminocyclopentanol hydrochloride. The raw materials used in the method are cheap and easily available, and the cost is low; the reaction selectivity is high, by-products are few, the yield is high, and the total yield reaches 63.5%; the synthesis method has the advantages of short reaction route, shortened production period, reduced discharge of three wastes, avoidance of hydrogen pressure reduction and Grignard reagent reaction, safety and environmental protection, and suitability for industrial production.