tert-butyl (1R,3R,4S)-3-acetamido-4-((S)-3-(benzyloxycarbonylamino)-2-oxopyrrolidin-1-yl)cyclohexylcarbamate → HCID 86618149, compound

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Reaction Steps

To a solution of tert-butyl (1R,3R,4S)-3-acetamido-4-((S)-3-(benzyloxycarbonylamino)-2-oxopyrrolidin-1-yl)cyclohexylcarbamate (1.7 g, 3.48 mmol; see Example 1, Step 6) in methanol (10 mL) was added 10% Pd/C (0.6 g of 50% wet catalyst). The flask was evacuated and back-filled with hydrogen with a hydrogen balloon. The mixture was stirred at room temperature under 1 atm of hydrogen for 14 h and the catalyst was removed by filtration. The filtrate was concentrated in vacuo to provide tert-butyl (1R,3R,4S)-3-acetamido-4-((S)-3-amino-2-oxopyrrolidin-1-yl)cyclohexylcarbamate, which was taken on to the next step without further purification. LC/MS found [M+H]+=355.

Provenance & Evidence