31701-91-4

Basic information

• Product Name: 4-(PHTHALIMIDO)-2-HYDROXY-BUTYRIC ACID
• Synonyms: 2-Isoindolinebutyricacid, a-hydroxy-1,3-dioxo-, (R)- (8CI);(R)-4-Phthalimido-2-hydroxybutyric acid
• CAS NO: 31701-91-4
• Molecular Formula: C12H11 N O5
• Molecular Weight: 249.22
• Mol File: 31701-91-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(PHTHALIMIDO)-2-HYDROXY-BUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(PHTHALIMIDO)-2-HYDROXY-BUTYRIC ACID(31701-91-4)
• EPA Substance Registry System: 4-(PHTHALIMIDO)-2-HYDROXY-BUTYRIC ACID(31701-91-4)

Safety Data

• Hazardous Substances Data: 31701-91-4(Hazardous Substances Data)

Upstream product

• 1074-82-4 potassium phtalimide 
• 19444-84-9 3-hydroxyoxolan-2-one 
• 85-44-9 phthalic anhydride 
• 13477-53-7 4-amino-2-hydroxybutyric acid 
• 88-95-9 Phthaloyl dichloride 
• 35197-64-9 2-bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid 
• 3938-83-8 (S)-4-amino-2-hydroxybutanoic acid 

Downstream Products

• 100061-16-3 3-hydroxy-1-(2-nitro-benzyl)-pyrrolidin-2-one 

Relevant articles and documents

Synthesis and biological evaluation of α- and β-hydroxy substituted amino acid derivatives as potential mGAT1–4 inhibitors

In this study, we report the synthesis and biological evaluation of a variety of α- and β-hydroxy substituted amino acid derivatives as potential amino acid subunits in inhibitors of GABA uptake transporters (GATs). In order to ensure that the test compounds adopt a binding pose similar to that presumed for related larger GAT inhibitors, lipophilic residues were introduced either at the amino nitrogen atom or at the alcohol function. Several of the synthesized compounds were found to exhibit similar inhibitory activity at the GAT subtypes mGAT2, mGAT3, and mGAT4, respectively, as compared with the reference N-butylnipecotic acid. Hence, these compounds might serve as starting point for future developments of more complex GAT inhibitors.

A method for improving the yield of the method of preparing the amikacin

The invention discloses a method for increasing yield of amikacin. The method for increasing yield of amikacin comprises the following steps: heating, refluxing and carrying out reaction on gamma-amino-alpha-hydroxybutyric acid and fluorenylmethyl chloroformate, so as to generate a reaction liquid containing gamma-amino-alpha-hydroxybutyric acid; directly adding N-hydroxyl phthalimide and N,N-dicyclohexylcarbodiimide into the reaction liquid, and carrying out reaction to generate a reaction liquid containing active ester; directly adding a kanamycin A silanization compound into the reaction liquid containing the active ester for carrying out acylation reaction, after complete reaction is finished, adding an HBr aqueous solution until the pH is adjusted to be 2-3, and carrying out suction filtration to remove solid impurities; and then carrying out reduced pressure distillation for removing the solvent, adjusting the pH to be 7-8 with concentrated liquor, purifying by virtue of a CD180 macroporous resin column, concentrating, and carrying out freeze drying, so that amikacin solid is obtained. The active ester causes selectivity of the acylation reaction to be greatly improved due to enlargement of a protective group, and a follow-up processing step is also greatly simplified, so that the amikacin synthesis yield is increased.

DNA sequence selectivity of hairpin polyamide turn units

A class of hairpin polyamides linked by 3,4-diaminobutyric acid, resulting in a β-amine residue at the turn unit, showed improved binding affinities relative to their α-amino-γ-turn analogs for particular sequences. We incorporated β-amino-γ-turns in six-