(S)-2-Benzylsuccinic,(S)-2-BENZYL-1,4-BUTANEDIOIC ACID;Mitiglinide intermediate

S)-2-Benzylsuccinic acid is a common asymmetric synthesis intermediate. In addition to the carboxyl group in the structure, it can be converted into common active functional groups, such as becoming a hydroxyl group under the reduction of boron Chemicalbook alkane. In addition, the two carboxyl groups in the structure can be heated and dehydrated in the presence of acetic anhydride or acetyl chloride to obtain the corresponding anhydride structure.

For the synthesis of (S)-2-benzylsuccinic acid, the conventional synthesis method is to start from its olefin structure, hydrogenate the double bond under appropriate reductive hydrogenation, and control the chirality during hydrogenation to obtain the desired product. The desired product configuration is the same as other hydrogenation reactions in Chemicalbook. If the reaction effect is good, pure products can be obtained without post-treatment. It is worth noting that the figure below shows the synthesis of (R)-2-benzylsuccinic acid, but the route to synthesize the S-configured product is also the same, except that the configuration of the chiral ligand needs to be changed.

(S)-2-BENZYLSUCCINICACID;(S)-2-BENZYL-1,4-BUTANEDIOICACID;Mitiglinideintermediate2;Mitiglinideintermediate8;(S)-2-ChemicalbookBenzylsuccinicacid(Mitiglinide);(S)-2-Benzylsuccinic(2S)-2-benzylbutanedioicacid;Butanedioicacid,2-(phenylmethyl)-,

The melting point of (S)-2-benzylsuccinic acid is 164 to 168 degrees, the boiling point is 331.4±22.0 (at one atmosphere pressure), the density is 1.3, and its appearance is a white to off-white crystalline solid under normal temperature and pressure. This compound is a common chiral synthesis intermediate.