Methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,22,28-trimethyl-5-(prop-1-en-2-yl)-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-fluoro-4,22,28-trimethyl-5-(prop-1-en-2-yl)-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

Participants

Reaction Steps

Prepared in 17.9% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,22,28-trimethyl-5-(prop-1-en-2-yl)-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 8.12 (s, 1H), 8.08 (d, J=7.7 Hz, 1H), 7.98 (s, 1H), 7.52 (t, J=7.7 Hz, 1H), 7.33 (d, J=7.3 Hz, 1H), 7.22-7.12 (m, 3H), 5.98 (br. s., 1H), 5.43 (s, 1H), 4.89 (s, 1H), 4.61 (br. s., 1H), 3.83 (t, J=11.2 Hz, 1H), 3.63 (t, J=11.0 Hz, 1H), 3.44 (d, J=12.1 Hz, 4H), 3.20-3.11 (m, 1H), 2.66 (d, J=11.0 Hz, 1H), 2.32 (s, 3H), 2.15 (s, 3H), 1.91-1.59 (m, 9H), 1.52 (br. s., 1H), 1.19 (s, 3H), 1.17 (s, 9H), 1.06 (d, J=5.9 Hz, 3H); LCMS (ESI, M+1): 684.4.

Provenance & Evidence