Methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,22,28-trimethyl-5-{[(propan-2-yl)amino]methyl}-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 → (2S)-2-[(22S)-17-fluoro-4,22,28-trimethyl-5-[(propan-2-ylamino)methyl]-21,27-dioxa-1,7,34-triazahexacyclo[26.2.2.16,9.110,14.02,7.015,20]tetratriaconta-2,4,6(34),8,10,12,14(33),15(20),16,18-decaen-3-yl]-2-[(2-methylpropan-2-yl)oxy]acetic acid

Participants

Reaction Steps

Prepared in 47.7% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,22,28-trimethyl-5-{[(propan-2-yl)amino]methyl}-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 following the procedure for (2S)-2-(tert-butoxy)-2-[(22S)-8-chloro-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-decaen-3-yl]acetic acid. 1H NMR (500 MHz, DMSO-d6) δ 8.16 (s, 1H), 8.04 (d, J=7.7 Hz, 1H), 7.94 (s, 1H), 7.51 (t, J=7.9 Hz, 1H), 7.32 (d, J=7.3 Hz, 1H), 7.21 (d, J=9.2 Hz, 1H), 7.12 (d, J=5.9 Hz, 2H), 5.72 (br. s., 1H), 4.55 (br. s., 1H), 4.43 (d, J=12.5 Hz, 1H), 4.32 (d, J=11.7 Hz, 1H), 3.79 (br. s., 1H), 3.52-3.31 (m, 6H), 2.63 (d, J=8.4 Hz, 1H), 2.42 (s, 3H), 1.91-1.54 (m, 10H), 1.42 (d, J=5.5 Hz, 3H), 1.30 (d, J=6.2 Hz, 3H), 1.16 (s, 3H), 1.13 (s, 9H), 0.97 (d, J=5.9 Hz, 3H); LCMS (ESI, M+1): 715.4.

Provenance & Evidence