(S)-Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(4',5'-dimethyl-2'-((S)-pent-4-en-2-yloxy)-[1,1'-biphenyl]-3-yl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-(tert-butoxy)acetate → Methyl(2S)-2-(tert-butoxy)-2-[(22S)-4,17,18,22,28-pentamethyl-21,27-dioxa-1,7,34-triazahexacyclo[26.2.2.16,9.110,14.02,7.015,20]tetratriaconta-2,4,6(34),8,10(33),11,13,15(20),16,18,24-undecaen-3-yl]acetate

Participants

Reaction Steps

Prepared in 80% yield from (S)-methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(4′,5′-dimethyl-2′-((S)-pent-4-en-2-yloxy)-[1,1′-biphenyl]-3-yl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-(tert-butoxy)acetate following the procedure for methyl(2S)-2-(tert-butoxy)-2-[(22S)-18-fluoro-4,22,28-trimethyl-21,27-dioxa-1,7,34-triazahexacyclo[26.2.2.16,9.110,14.02,7.015,20]tetratriaconta-2,4,6(34),8,10(33),11,13,15(20),16,18,24-undecaen-3-yl]acetate. 1H NMR (400 MHz, CDCl3) δ 8.14 (d, J=7.8 Hz, 1H), 8.07 (s, 1H), 8.03 (s, 1H), 7.55-7.47 (m, 1H), 7.35-7.29 (m, 2H), 7.12 (s, 1H), 6.84 (s, 1H), 6.26-6.14 (m, 1H), 6.06 (br. s., 1H), 5.89-5.74 (m, 1H), 4.57-4.44 (m, 1H), 4.10-4.05 (m, 1H), 4.03-3.93 (m, 2H), 3.84-3.73 (m, 1H), 3.69 (s, 3H), 3.07 (d, J=8.3 Hz, 1H), 2.68 (d, J=7.5 Hz, 1H), 2.51 (br. s., 1H), 2.46 (s, 3H), 2.43-2.34 (m, 1H), 2.31 (s, 3H), 2.25 (s, 3H), 1.97 (t, J=12.5 Hz, 2H), 1.75 (td, J=12.9, 4.5 Hz, 2H), 1.32 (s, 3H), 1.25 (s, 9H), 1.10 (d, J=6.3 Hz, 3H); LCMS (ESI, M+1): 666.3.

Provenance & Evidence