Extended knowledge of (1S,2S)-2-Aminocyclopentanol hydrochloride

According to the analysis of related databases, 68327-04-8, the application of this compound in the production field has become more and more popular.

Synthetic Route of 68327-04-8, Adding some certain compound to certain chemical reactions, such as: 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride,molecular formula is C5H12ClNO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 68327-04-8.

To a suspension of 5-bromo-2-hydroxy-4-methylbenzoic acid (3.06 g) in THF (30 mL) was added dropwise oxalyl chloride (1.74 mL) at 0C. To the reaction mixture was added one drop of DMF, and the mixture was stirred at 16C for 1.5 hr. The reaction mixture was concentrated under reduced pressure, and THF (15 mL) was added to the residue. To a mixture of (1S,2S)- 2-aminocyclopentanol hydrochloride (1.82 g) , triethylamine (9.23 mL) , THF (15 mL) and methanol (10 mL) was added dropwise a mixture of the above-mentioned residue and THF at 0C, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified twice by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.38 g) .1H NMR (300 MHz, DMSO-d6) delta 1.38-1.57 (2H, m) , 1.60-1.76 (2H, m.) , 1.78-1.92 (1H, m) , 1.95-2.10 (1H, m) , 2.30 (3H, s) , 3.93- 4.12 (2H, m) , 4.82 (1H, d, J = 4.3 Hz), 6.91 (1H, s) , 8.15 (1H, s), 8.60 (1H, d, J = 6.6 Hz), 12.75 (1H, s) .

According to the analysis of related databases, 68327-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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