Analyzing the synthesis route of trans-4-Aminoadamantan-1-ol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Related Products of 62058-03-1 ,Some common heterocyclic compound, 62058-03-1, molecular formula is C10H17NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of 2,5-dihydro-2,5-dimethoxy- furan (0.01 mol) and 4-amino-, (la,3a,4a,5i,7a)- tricyclo[3.3.1. 13,7]decan-l-ol (0.01 mol) in water (50 ml) was stirred at room temperature. Hydrochloric acid concentrated (2 ml) was added and the reaction mixture was stirred overnight. The acidic mixture was neutralized with an aqueous NaHC03 solution. This mixture was extracted with DCM (3 x). The combined organic layers were dried, filtered and the solvent evaporated, yielding 1.5 g of intermediate 13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/108361; (2005); A1;,
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Share a compound : trans-4-Aminoadamantan-1-ol

Statistics shows that 62058-03-1 is playing an increasingly important role. we look forward to future research findings about trans-4-Aminoadamantan-1-ol.

Synthetic Route of 62058-03-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.62058-03-1, name is trans-4-Aminoadamantan-1-ol, molecular formula is C10H17NO, molecular weight is 167.25, as common compound, the synthetic route is as follows.

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

Statistics shows that 62058-03-1 is playing an increasingly important role. we look forward to future research findings about trans-4-Aminoadamantan-1-ol.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts