1450657-24-5Relevant articles and documents
Chemoenzymatic Oxosulfonylation-Bioreduction Sequence for the Stereoselective Synthesis of β-Hydroxy Sulfones
González-Sabín, Javier,Gotor-Fernández, Vicente,López-Agudo, Marina,Lavandera, Iván,Ríos-Lombardía, Nicolás
, (2021/08/23)
A series of optically active β-hydroxy sulfones has been obtained through an oxosulfonylation-stereoselective reduction sequence in aqueous medium. Firstly, β-keto sulfones were synthesized from arylacetylenes and sodium sulfinates to subsequently develop the carbonyl reduction in a highly selective fashion using alcohol dehydrogenases as biocatalysts. Optimization of the chemical oxosulfonylation reaction was investigated, finding inexpensive iron(III) chloride hexahydrate (FeCl3 ? 6H2O) as the catalyst of choice. The selection of isopropanol in the alcohol-water media resulted in high compatibility with the enzymatic process for enzyme cofactor recycling purposes, providing a straightforward access to both (R)- and (S)-β-hydroxy sulfones. The practical usefulness of this transformation was illustrated by describing the synthesis of a chiral intermediate of Apremilast. Interestingly, the development of a chemoenzymatic cascade approach avoided the isolation of β-keto sulfone intermediates, which allowed the preparation of chiral β-hydroxy sulfones in high conversion values (83–94 %) and excellent optical purities (94 to >99 % ee).
Refining method of apremilast intermediate
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Paragraph 0105-01110, (2021/04/14)
The invention relates to a refining method of an apremilast intermediate. The refining method comprises the following steps: providing a crude product of the intermediate shown as a formula (I); refining the crude product of the intermediate shown in the formula (I) by adopting a refining solvent to prepare a refined product of the intermediate shown in the formula (I); the refining solvent being at least one of methyl isobutyl ketone, acetonitrile and butanone; and R1, R2, and R3 being each independently a C1-16 alkyl group, a 3 to 8-membered cycloalkyl group, a 5 to 10-membered aryl group, or a 5 to 10-membered heteroaryl group. The refining solvent is used for purifying the crude product of the intermediate shown in the formula (I), so that the purity of the intermediate shown in the formula (I) is effectively improved, and the residual quantity of process impurities can be controlled to be below 0.1% on the basis of keeping higher yield of the product.
For treating psoriasis sexual arthritis disease apps is special synthetic method (by machine translation)
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, (2018/08/04)
The invention discloses a method for treating psoriasis sexual arthritis disease apps is special synthetic method, the method to 3 - ethoxy - 4 - methoxybenzaldehyde as the starting material, by with the dimethyl sulfone, n-butyl reaction, to obtain 3 - ethoxy - 4 - methoxy - α - [(methylsulfonyl) methyl] - benzene methanol, through the oxidation reaction to obtain 1 - (3 - ethoxy - 4 - methoxyphenyl) - 2 - methyl-sulfonyl - ethanone, through the reduction reaction to obtain the R - 3 - ethoxy - 4 - methoxy - α - [(methylsulfonyl) methyl] - benzene methanol, finally with 3 - acetamide group ortho-phthalic acid imide by Mitsunobu reaction, to obtain the target product apps is special. The invention has mild reaction condition, the process is simple, the yield is good, easy industrialization and the like. (by machine translation)