Methyl(2S)-2-(tert-butoxy)-2-[(22S)-17,18-difluoro-4,5,22,28-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]acetate → (2S)-2-(tert-Butoxy)-2-[(22S)-17,18-difluoro-4,5,22,28-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

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Reaction Steps

Prepared in 52.5% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-17,18-difluoro-4,5,22,28-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]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 8.17 (d, J=7.7 Hz, 1H), 8.09 (s, 1H), 8.00 (s, 1H), 7.53 (t, J=7.7 Hz, 1H), 7.48-7.42 (m, 1H), 7.38-7.29 (m, 2H), 6.01 (br. s., 1H), 4.67 (br. s., 1H), 3.84 (t, J=11.0 Hz, 1H), 3.64 (t, J=11.6 Hz, 1H), 3.49-3.41 (m, 2H), 3.12 (d, J=7.7 Hz, 1H), 2.64 (d, J=9.2 Hz, 1H), 2.51 (s, 3H), 2.31 (s, 3H), 1.93-1.47 (m, 10H), 1.20 (s, 3H), 1.17 (s, 9H), 1.10 (d, J=5.9 Hz, 3H); LCMS (ESI, M): 675.3.

Provenance & Evidence