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ChemicalBook CAS DataBase List Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)

Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) synthesis

2synthesis methods
-

Yield:225641-84-9 95%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; for 14 h;Inert atmosphere;

Steps:

B tert-butyl (1R,3S)-3-hydroxycyclopentylcarbamate

tert-butyl (1s, 4r)-4-hydroxycyclopent-2-enylcarbamate (2.0 g, 10 mmol) was dissolved in methanol (20 mL), the reaction flask was purged with nitrogen air three times. 10% Pd/C (0.2 g, 10%, w/w) was added to the above solution, and then replaced with hydrogen three times.
The reaction solution was stirred at room temperature under hydrogen atmosphere (1 atm) for 14 hours, and filtered through celite.
The filtrate was concentrated to give the title compound (1.9 g, yield: 95%).

References:

US2016/200730,2016,A1 Location in patent:Paragraph 0500; 0501

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