Methyl(2S)-2-[(22S)-5-acetyl-17-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]-2-(tert-butoxy)acetate → (2S)-2-[(22S)-5-Acetyl-17-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]-2-(tert-butoxy)acetic acid

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Reaction Steps

Prepared in 4.3% yield from methyl(2S)-2-[(22S)-5-acetyl-17-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]-2-(tert-butoxy)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), 8.09 (d, J=7.7 Hz, 1H), 8.03 (s, 1H), 7.53 (t, J=7.5 Hz, 1H), 7.36 (d, J=7.7 Hz, 1H), 7.23-7.13 (m, 3H), 5.85 (br. s., 1H), 4.61 (br. s., 1H), 3.87-3.79 (m, 1H), 3.63-3.55 (m, 1H), 3.45 (br. s., 3H), 3.33 (br. s., 1H), 2.76 (s, 3H), 2.67 (d, J=8.1 Hz, 1H), 2.28 (s, 3H), 1.89-1.61 (m, 9H), 1.51 (br. s., 1H), 1.19 (s, 3H), 1.15 (s, 9H), 1.06 (d, J=5.9 Hz, 3H); LCMS (ESI, M+1): 686.4.

Provenance & Evidence