(S)-Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3'-fluoro-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,24E)-19-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

Participants

Reaction Steps

Prepared in 69% from (S)-methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3′-fluoro-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 same procedure as 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 8.13 (br. s., 1H), 8.06 (s, 1H), 8.01 (s, 1H), 7.56 (br. s., 1H), 7.38 (d, J=7.3 Hz, 2H), 7.19-7.13 (m, 1H), 7.09 (d, J=7.3 Hz, 2H), 6.19-6.11 (m, 1H), 6.08 (br. s., 1H), 5.83 (dt, J=15.4, 4.5 Hz, 1H), 5.05-4.94 (m, 1H), 4.48-4.36 (m, 1H), 4.06-3.93 (m, 2H), 3.82-3.74 (m, 1H), 3.69 (s, 3H), 3.08-3.01 (m, 1H), 2.77-2.68 (m, 1H), 2.56-2.51 (m, 1H), 2.49 (br. s., 3H), 2.25-2.14 (m, 1H), 2.05-1.95 (m, 2H), 1.77 (br. s., 2H), 1.34 (s, 3H), 1.26 (s, 9H), 0.88 (d, J=6.0 Hz, 3H); LCMS (ESI, M+1): 656.70.

Provenance & Evidence