Methyl(2S)-2-(tert-butoxy)-2-[(22S)-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-decaen-3-yl]acetate → (2S)-2-(tert-Butoxy)-2-[(22S)-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-decaen-3-yl]acetic acid

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Reaction Steps

Prepared in 58% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-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-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 8.09 (s, 1H), 7.99-7.95 (m, 2H), 7.56 (t, J=7.7 Hz, 1H), 7.44 (d, J=7.7 Hz, 1H), 7.31 (s, 1H), 7.30-7.26 (m, 2H), 7.22-7.16 (m, 1H), 5.94 (br. s., 1H), 4.31 (br. s., 1H), 3.99-3.89 (m, 1H), 3.57 (t, J=11.4 Hz, 1H), 3.49-3.39 (m, 2H), 3.07 (d, J=9.5 Hz, 1H), 2.75-2.70 (m, 1H), 2.41 (s, 3H), 1.98-1.53 (m, 10H), 1.22 (s, 3H), 1.19 (s, 9H), 0.77 (d, J=6.2 Hz, 3H); LCMS (ESI, M): 643.3.

Provenance & Evidence