Synthetic Route of 144912-84-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 144912-84-5 name is tert-Butyl (3-amino-2-hydroxypropyl)carbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
The obtained crude product of ((S)-3-amino-2-hydroxypropyl)carbamic acid tert-butyl ester (283 mg, 1.487 mmol) and 5-[2-amino-6-(3-carboxylpropylsulfanyl)pyrimidin-4-yl]-2,4-dimethylbenzoic acid tert-butyl ester (300 mg, 0.744 mmol) obtained in Step 1 of Example 2-1 were dissolved in N,N-dimethylformamide (7 ml), and then 1-hydroxybenzotriazole monohydrate (377 mg, 2.462 mmol) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (152 mg, 2.2 mmol) were sequentially added thereto. The resulting mixture was stirred at room temperature for three hours. The reaction solution was diluted with ethyl acetate, and then washed with a saturated aqueous ammonium chloride solution (twice) and a saturated aqueous sodium bicarbonate solution (twice). After the organic layer was dried over anhydrous sodium sulfate, the inorganic salt was removed by filtration. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent: dichloromethane:methanol = 20:1) to yield ((S)-3-amino-2-hydroxypropyl)carbamic acid tert-butyl ester. The obtained ((S)-3-amino-2-hydroxypropyl)carbamic acid tert-butyl ester was dissolved in dichloromethane (20 ml), and then water (0.1 ml) and trifluoroacetic acid (10 ml) were added thereto. After the solution was stirred at room temperature for one hour, the solvent was distilled off under reduced pressure to yield a crude product of 5-{2-amino-6-[2-((R)-3-amino-2-hydroxypropylcarbamoyl)ethylsulfanyl]pyrimidin-4-yl}-2,4-di methylbenzoic acid di(trifluoroacetate).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-amino-2-hydroxypropyl)carbamate, and friends who are interested can also refer to it.
Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; EP2119718; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics