tert-Butyl (S,S)-3,3-Dimethyl-3-silabutyl 2-(4-((tert-Butyl)oxycarbonyl)-2-((phenylmethoxy)carbonylamino)butanoylamino)pentane-1,5-dioate → tert-Butyl (S,S)-3,3-Dimethyl-3-silabutyl 2-(2-Amino-4-((tert-butyl)oxycarbonyl)butanoylamino)pentane-1,5-dioate

Participants

Reaction Steps

The product of step 7G (1.09 g) was dissolved in 2-propanol (75 mL) with 10% palladium on carbon (300 mg) and hydrogenated on a Parr shaker at 45 psi for one hour. The reaction mixture was filtered on a bed of Celite, washed with 2-propanol, and concentrated to yield the product (803 mg, 94%) as a clear oil. LRMS (ES): 489.5 [M+H]+, 977.7 [2M+H]+. 1HNMR (600.1343 MHz, CDCl3): 7.78 (m, 1H), 4.53 (m, 1H), 4.22 (m, 2H), 3.53 (m, 1H), 1.80–2.41 (m, 10H), 1.43 (s, 18H), 1.01 (m, 2H), 0.02 (s, 9H).

Provenance & Evidence