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ChemicalBook CAS DataBase List Carbamic acid, [(1R,2S)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester (9CI)
291533-28-3

Carbamic acid, [(1R,2S)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester (9CI) synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with triethylamine in dichloromethane at 25; for 12 h;

Steps:

23.1 1. Preparation of compound 2.
To a solution of compound 1(30.00 g, 197.85 mmol) in DCM (300.00 mL) was added TEA (60.06 g, 593.55 mmol) and di-tert-butyl dicarbonate (43.18 g, 197.85 mmol). The mixture was stirred at 25 °C for 12 hr. TLC showed the reaction was completed. The resulting mixture was washed with water (300 mL*2), and brine (200 mL). The organic layer was dried over anhydrous MgSO4, filtered, and concentrated to afford the product as a white solid. The crude product Compound 2 was used into the next step without further purification (40.00 g, crude). TLC (Petroleum ether: Ethyl acetate = 2:1) Rf = 0.70.

References:

WAVE LIFE SCIENCES LTD.;BUTLER, David Charles Donnell;HENCKEN, Christopher P.;IWAMOTO, Naoki;KANDASAMY, Pachamuthu;LANAO, Alvaro Andres;LU, Genliang;SHIMIZU, Mamoru;DIVAKARAMENON, Sethumadhavan;VARGEESE, Chandra;BOMMINENI, Gopal Reddy;MARAPPAN, Subramanian WO2018/237194, 2018, A1 Location in patent:Paragraph 00756; 00757; 00758; 00759

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