26340-00-1Relevant articles and documents
METHOD FOR PRODUCING AMIDE CARBOXYLIC ACID COMPOUND, AND METHOD FOR PRODUCING AMIDE ALCOHOL COMPOUND, AND METHOD FOR PRODUCING LACTONE COMPOUND
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Paragraph 0100-0103, (2021/06/11)
PROBLEM TO BE SOLVED: To provide a production method for efficiently obtaining a high-purity amide carboxylic acid compound, which is useful as a synthetic intermediate of biotin. SOLUTION: In a method for producing an amide carboxylic acid compound, an anhydride of a specific ureido compound is brought into contact with an optically active amine such as N-Me-R-α-methyl benzyl amine to obtain a mixture comprising an amide carboxylic acid compound, and then, the amide carboxylic acid compound is isolated from the obtained mixture. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT
Method for stereoselectively synthesizing chiral lactone, chiral compound and application of chiral compound
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Paragraph 0097; 0100-0101, (2021/07/17)
The invention relates to the field of organic synthesis, and discloses a method for stereoselectively synthesizing chiral lactone, a chiral compound and application of the chiral compound in synthesis of biotin. The method comprises the following steps: (1) carrying out first reaction on cyclic anhydride, cyclic chiral alcohol and organic alkali tertiary amine to obtain dicarboxylic acid mono-ester quaternary ammonium salt; (2) carrying out second reaction on the dicarboxylic acid mono-ester quaternary ammonium salt and a reducing agent after intermediate treatment or no intermediate treatment to obtain alcohol acid; and (3) under an acidic condition, carrying out a third reaction on the alcohol acid to obtain the chiral lactone shown in the formula (I). According to the method disclosed by the invention, the target product can be obtained with high selectivity and high yield.
Chiral squaramide-mediated methanolytic desymmetrization of prochiral cyclic anhydride: A convenient approach for synthesizing roche lactone
Ding, Liang-Qian,Hong, Dan-Feng,Liu, Wen-Guang,Ma, Hui,Tan, Qing-Gang,Wang, Shi-Heng,Wu, Si-Qin,Xiong, Fei
, p. 429 - 432 (2018/09/25)
The main objective of this report was to develop an improved process for the asymmetric synthesis of (3aS, 6aR)-lactone 1, which is the key chiral intermediate of (+)-biotin. This practical and efficient process includes a novel chiral squaramide alkamine derivatives 5 mediated methanolytic desymmetrization of prochiral cyclic anhydride 3 to produce the enantiomerically enriched precursor of Roche lactone.