(S,Z)-tert-butyl 1-benzyl-2-oxo-1,2,3,4,7,8-hexahydroazocin-3-ylcarbamate → HCID 68311021, compound

Participants

Reaction Steps

A suspension of (S,Z)-tert-butyl 1-benzyl-2-oxo-1,2,3,4,7,8-hexahydroazocin-3-ylcarbamate (86 mg, 0.26 mmol) and 5% Pd/C (15 mg) in EtOAc (1 mL) was stirred under a hydrogen balloon for 1 hr. The reaction mixture was filtered and the filtrate was concentrated and dried under high vacuum to afford (S)-tert-butyl 1-benzyl-2-oxoazocan-3-ylcarbamate (86 mg, 0.26 mmol, 99% yield) as a colorless oil. 1H NMR (400 MHz, CDCl3) δ ppm 7.42-7.14 (m, 5H), 5.71 (d, J=7.5 Hz, 1H), 5.17 (d, J=14.7 Hz, 1H), 4.72 (t, J=9.4 Hz, 1H), 4.02 (d, J=14.7 Hz, 1H), 3.75 (t, J=14.2 Hz, 1H), 3.17 (d, J=15.7 Hz, 1H), 2.18-1.98 (m, 1H), 1.82-1.34 (m, 7H), 1.47 (s, 9H).

Provenance & Evidence