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  (Summer Internship)


  (Organic Chemistry)

Cbz Protection



Example 1

Cbz Protection Reaction 1

To a mixture of the crude SM (~10 g) in THF (~1 L) was added 2N NaOH (168 mL) and benzyl chloroformate (30.2 g, 176.8 mmol). After stirring 1 h, the biphasic mixture was separated and the aq phase was extracted with EtOAc (50 mL). The combined organics were dried (MgSO4), filtered, and concentrated to provide the crude product. The material was purified by recrystallization from THF/cyclohexane to provide the pure product as white needles.

[Patent Reference: WO2003061598, page 23, (3.5 MB)]