88335-91-5Relevant articles and documents
Development of Bifunctional Thiourea Organocatalysts Derived from a Chloramphenicol Base Scaffold and their Use in the Enantioselective Alcoholysis of meso Cyclic Anhydrides
Yan, Lin-Jie,Wang, Hai-Feng,Chen, Wen-Xue,Tao, Yuan,Jin, Kai-Jun,Chen, Fen-Er
, p. 2249 - 2253 (2016)
The synthesis of new chloramphenicol-base-derived thiourea organocatalysts, (1S,2R)-12 a–f and (1R,2R)-15 a–c, and their use in the enantioselective alcoholysis of meso-anhydrides are described. In particular, hemiesters afforded excellent enantioselectivities if low loadings of (1S,2R)-12 a–f were used. Almost no enantioselectivities were achieved with the use of (1R,2R)-15 a–c. This technique was used to synthesize (R)-(?)-baclofen.
Enantioselective Esterification of Cyclic Dicarboxylic Anhydrides Using Chiral Amino Alcohols as Auxiliaries
Shimizu, Makoto,Matsukawa, Kohzoh,Fujisawa, Tamotsu
, p. 2128 - 2130 (1993)
Cyclic dicarboxylic anhydrides were enantioselectively esterified with the complex formed from cinchonidine, diethylzinc, and methanol, and the half-esters obtained were readily transformed into lactones via reduction and dehydration.
Synthesis method of trans 1 and 2 - cyclohexane dicarboxylic acid monomethylester
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Paragraph 0044-0048; 0049-0053, (2021/08/25)
The invention provides a synthesis method of trans 1 and 2 - cyclohexane dicarboxylic acid monomethylester, and belongs to the field of organic synthesis. The trans 1-2 -cyclohexane dicarboxylic acid monomethylester synthesis method comprises the following steps: trans-cyclohexane -1 and 2 -dicarboxylic acid anhydride. The methanol and solvent is added to the reaction vessel, stirred and purified to obtain the target product trans 1, 2 - cyclohexanedicarboxylate, wherein the solvent is any one or more of tetrahydrofuran, 2 - methyltetrahydrofuran, benzene, toluene, methylene chloride, chloroform, ethyl acetate, methyl acetate or diethyl ether. Since a specific solvent is selected for the reaction solvent, racemization does not occur in the process of synthesizing trans 1 and 2 - cyclohexane dicarboxylic acid monomethyl ester, and the trans ee and 1 cyclohexane dicarboxylic acid monomethyl ester with higher 2 - value can be finally obtained.
Synthesis of trans-fused octahydroisoindole-1-carboxylic acids
Laborda, Pedro,Sayago, Francisco J.,Cativiela, Carlos,Gotor, Vicente
, p. 404 - 411 (2018/05/22)
trans-Fused octahydroisoindole-1-carboxylic acids are bicyclic proline analogues of potential interest in the search for new drugs. Within this work, the trans-fused octahydroisoindole system has been constructed using methyl trans-2-(hydroxymethyl)cycloh
