Related Products of 702-82-9, 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.702-82-9, name is 3-Aminoadamantan-1-ol, molecular formula is C10H17NO, molecular weight is 167.2481, as common compound, the synthetic route is as follows.
Example 8.2: (S)-l-[2-(3-Hydroxy-adamantan-l-ylamino)-acetyl]-pyrrolidine 2- carboxylic acid methyl ester (0115) In a clean and dry 1L four neck R.B.F. equipped with mechanical stirrer, thermometer pocket and a reflux water condenser under nitrogen charged dichloromethane (140 mL, 4V), 3-amino-adamantan-l -ol (35.58 g, 1.25 eq.), powdered potassium carbonate (70.51 g, 3.0 eq.) and potassium iodide (2.82 g, 0.1 eq.) under N2 and Stirred for 30 min. Meanwhile prepared a solution of (S)-l-(2-chloro-acetyl)-pyrrolidine-2-carboxylic acid methyl ester (35 g, l .O eq.) and dichloromethane (35 mL, IV) and added to the reaction mass in one lot. Heated the reaction mass to vigorous reflux and maintained for 6 h. Monitored progress of reaction by HPLC after 4 h. After complete conversion on HPLC, stopped heating and cooled reaction mass to 20-25C. Filtered the salt and washed the solid with DCM (70 mL, 2V). Charged the filtrate in 1 L RBF and cooled reaction mass to 10-15C. A solution of aq. acetic acid (30.2 mL, 3.1 eq.) in water (175 mL, 5 V) was added to above reaction mass. The reaction mass was stirred for 30 min. at 20-25C. The organic layer and aq. Layer were separated. The organic layer was kept aside. The aqueous layer was extracted with dichloromethane (70 mL x 4, 2V x 4). [Collectively organic layers were concentrated to get a compound of formula (16) wherein the Rl is specifically methyl]. After dichloromethane wash, adjusted the pH of aqueous layer using aq. ammonia (3V). The aqueous layer was extracted with dichloromethane (70 mL chi 4, 2V chi 4). All the DCM layers were pooled to gather and washed with brine. DCM was removed under reduced pressure at 60C and 50 torr. Added methanol (70 mL, 2V) to reaction mass and refluxed for 1 h and cooled to 35-40C. Distilled methanol under reduced pressure to displace DCM till the temperature reached at 60C at 50 torr the distillation was stopped and continued heating for 1 h. Added methanol (35 mL, IV) to reaction mass and refluxed for 1 h to prepare homogeneous reaction mass. Cooled reaction mass to 20-25C and unload the methanolic solution of product. Yield range: 80-90 %; HPLC purity > 99.00 %; chiral HPLC purity: 100 %,
Statistics shows that 702-82-9 is playing an increasingly important role. we look forward to future research findings about 3-Aminoadamantan-1-ol.
Reference:
Patent; HIKAL LIMITED; MOHILE, Swapnil Surendra; TAPKIR, Sandeep Rameshrao; PATIL, Manoj Vinayak; GANGOPADHYAY, Ashok Kumar; NIGHTINGALE, Peter David; WO2015/128718; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts