Name | (S)-2-Benzylsuccinic acid |
Synonyms | Benzylsuccinicacid S-Benzyl succinic acid Mitiglinide intermediate (S)-2-BENZYLSUCCINIC ACID (S)-2-Benzylsuccinic acid Mitiglinide intermediate 8 Mitiglinide intermediate 2 (2S)-2-benzylbutanedioic acid (S)-2-BENZYL-1,4-BUTANEDIOIC ACID (S)-2-Benzylsuccinic acid (Mitiglinide) Butanedioicacid, 2-(phenylmethyl)-, (2S)- |
CAS | 3972-36-9 |
EINECS | 609-742-5 |
InChI | InChI=1/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15)/t9-/m0/s1 |
Molecular Formula | C11H12O4 |
Molar Mass | 208.21 |
Density | 1.290±0.06 g/cm3(Predicted) |
Melting Point | 164.0 to 168.0 °C |
Boling Point | 331.4±22.0 °C(Predicted) |
Flash Point | 168.4°C |
Vapor Presure | 6.23E-05mmHg at 25°C |
Appearance | White solid |
Color | White to Almost white |
pKa | 3.97±0.10(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.567 |
MDL | MFCD00798341 |
HS Code | 29173990 |
introduction | (S)-2-benzylsuccinic acid has a melting point of 164 to 168 degrees, a boiling point of 331.4±22.0 (under one atmospheric pressure), a density of 1.3, and a white to off-white crystalline solid under normal temperature and pressure. This compound is a common chiral synthesis intermediate. |
Synthesis method | For the synthesis of (S)-2-benzyl succinic acid, the conventional synthesis method is based on its olefin structure, through appropriate reduction Under the action of hydrogenation, the double bond is hydrogenated, and the chirality during hydrogenation can be controlled to obtain the desired product configuration, which is the same as other hydrogenation reactions, if the reaction effect is good, pure products can be obtained without post-processing. It is worth noting that the following figure shows the synthesis of (R)-2-benzyl succinic acid, but the product route for synthesizing the S configuration is the same, except that the configuration of the chiral ligand needs to be changed. |
Use | (S)-2-benzylsuccinic acid is a common asymmetric synthetic intermediate. The carboxyl group in the structure can be converted into common Active functional groups, such as hydroxyl groups under the reduction of borane. In addition, the two carboxyl groups in the structure can be heated, dehydrated and condensed in the presence of acetic anhydride or acetyl chloride to obtain the corresponding anhydride structure. |