(S)-methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-7-methyl-2-(5'-methyl-2'-((S)-pent-4-en-2-yloxy)-[1,1'-biphenyl]-3-yl)imidazo[1,2-a]pyridin-6-yl)-2-(tert-butoxy)acetate → Methyl(2S)-2-(tert-butoxy)-2-[(22S)-4,17,22,28-tetramethyl-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 from (S)-methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-7-methyl-2-(5′-methyl-2′-((S)-pent-4-en-2-yloxy)-[1,1′-biphenyl]-3-yl)imidazo[1,2-a]pyridin-6-yl)-2-(tert-butoxy)acetate in 83% yield following the same procedure as (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]acetic acid. 1H NMR (400 MHz, CDCl3) δ 8.23-8.16 (m, 1H), 8.07 (s, 1H), 8.02 (s, 1H), 7.57-7.50 (m, 1H), 7.43-7.38 (m, 1H), 7.33 (d, J=7.5 Hz, 1H), 7.16 (d, J=1.8 Hz, 1H), 7.11 (dd, J=8.3, 2.0 Hz, 1H), 6.94 (d, J=8.3 Hz, 1H), 6.24-6.12 (m, 1H), 6.04 (br. s., 1H), 5.86-5.73 (m, 1H), 4.57-4.46 (m, 1H), 4.10-3.93 (m, 3H), 3.82-3.74 (m, 1H), 3.69 (s, 3H), 3.08 (d, J=8.0 Hz, 1H), 2.68 (d, J=7.5 Hz, 1H), 2.47 (s, 3H), 2.42-2.35 (m, 2H), 2.34 (s, 3H), 2.01-1.93 (m, 2H), 1.81-1.73 (m, 2H), 1.32 (s, 3H), 1.25 (s, 9H), 1.09 (d, J=6.0 Hz, 3H); LCMS (ESI, M+1): 652.4.

Provenance & Evidence