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-decaen-3-yl]acetate → Methyl(2S)-2-(tert-butoxy)-2-[(22S)-17,18-difluoro-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-decaen-3-yl]acetate

Participants

Reaction Steps

Prepared in 75% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-17,18-difluoro-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 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-decaen-3-yl]acetate. 1H NMR (400 MHz, CDCl3) δ 8.21 (d, J=8.0 Hz, 1H), 8.08 (s, 1H), 8.02 (s, 1H), 7.53 (t, J=7.7 Hz, 1H), 7.32 (s, 1H), 7.27-7.16 (m, 2H), 6.82 (dd, J=12.7, 6.9 Hz, 1H), 6.04 (br. s., 1H), 4.44 (d, J=5.0 Hz, 1H), 3.96 (t, J=11.0 Hz, 1H), 3.81-3.72 (m, 1H), 3.70 (s, 3H), 3.57-3.42 (m, 2H), 3.10 (d, J=10.5 Hz, 1H), 2.70 (d, J=10.8 Hz, 1H), 2.46 (s, 3H), 2.00-1.70 (m, 10H), 1.29 (s, 3H), 1.25 (s, 9H), 1.16 (d, J=6.0 Hz, 3H); 19F NMR (376 MHz, CDCl3) δ −137.12-−137.51 (m, 1F), −148.56-−149.02 (m, 1F); LCMS (ESI, M+1): 676.25.

Provenance & Evidence