31701-91-4

Upstream product

• 35197-64-9 2-bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid 
• 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 
• 3938-83-8 (S)-4-amino-2-hydroxybutanoic acid 

Downstream Products

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

Relevant academic research and scientific papers

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.

Synthesis method of amikacin intermediate

The invention belongs to the field of medicine synthesis, and particularly relates to a synthesis method of an amikacin intermediate. Phthaloyl chloride and 2-hydroxy-4-aminobutyric acid serve as theinitial raw materials, an acid-binding agent and a catalyst are added, the process of heating, washing, recrystallizing and the like is adopted, and finally the target amikacin intermediate product (2-hydroxy-4-phthaloyl iminobutyric acid) is obtained. In the synthesis method, the raw materials are easy to obtain, less reagents participate in the reaction, the steps are simple, operation is convenient, reaction conditions are mind, the product yield is high, and the method is suitable for industrial large-scale production.

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.

Synthesis method of gamma-phthalimido-alpha-hydroxybutyrate serving as methoxy kanamycin drug intermediate

A synthesis method of gamma-phthalimido-alpha-hydroxybutyrate serving as a methoxy kanamycin drug intermediate comprises steps as follows: 0.14-0.16 mol of phthalic anhydride, 0.12 mol of L-gamma-hydroxyamino-alpha-hydroxybutyrate and 80-90 ml of a cyclohexane solution are added to a reaction container provided with a distillation device, the stirring speed is controlled to be 110-130 rpm, the solution temperature is increased to 85-90 DEG C, the temperature of the solution is increased to 105-110 DEG C after 30-40 min, reduced pressure distillation is performed for 4-5 h, brown transparent melts are obtained, cooled and cured, and brown solids are obtained; the brown solids are added to 400 ml of a potassium chloride solution, the temperature of the solution is increased to 60-70 DEG C, molecular sieves are decolored, an oxalic acid solution is added until pH of the solution is 2-3, solids are separated out, subjected to suction filtration, washed with a saline solution, dewatered with a dewatering agent and recrystallized in acetonitrile, and gamma-phthalimido-alpha-hydroxybutyrate is obtained; the mass percentage of the cyclohexane solution is 80%-85%, and the pressure for reduced pressure distillation is 1.6-1.7 kPa.

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-

Acid-mediated intramolecular cationic cyclization using an oxygen atom as internal nucleophile: Synthesis of substituted oxazolo-, oxazino- and oxazepinoisoindolinones

Efficient assembly of substituted oxazolo-, oxazino-, and oxazepinoisoindolinones (5-7, 12-15 and 19) is described in three steps according to an acidic α-oxoamidoalkylation reaction from ready available phthalic anhydride by successive imidation, sodium borohydride reduction and intramolecular cationic cyclization involving N-acyliminium species. The relative stereochemistry accompanying these reactions was also discussed.