Methyl(2S)-2-(tert-butoxy)-2-[(22S)-4,17,18,22,28-pentamethyl-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)-8-chloro-4,17,18,22,28-pentamethyl-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 61% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-4,17,18,22,28-pentamethyl-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 8.29 (s, 1H), 7.79 (d, J=7.7 Hz, 1H), 7.54 (t, J=7.7 Hz, 1H), 7.39 (d, J=7.3 Hz, 1H), 7.33 (s, 1H), 7.09 (s, 1H), 7.02 (s, 1H), 5.79 (br. s., 1H), 4.60 (d, J=4.8 Hz, 1H), 4.02-3.86 (m, 2H), 3.51 (br. s., 1H), 3.36 (br. s., 1H), 2.55 (s, 1H), 2.43 (br. s., 3H), 2.36 (br. s., 1H), 2.25 (s, 3H), 2.19 (s, 3H), 2.00-1.52 (m, 10H), 1.20 (br. s., 3H), 1.17 (s, 9H), 1.03 (d, J=5.5 Hz, 3H); LCMS (ESI, M): 687.3.

Provenance & Evidence