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-[(2-methylpropan-2-yl)oxy]-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),8,10,12,14(33),15(20),16,18-decaen-3-yl]acetic acid

Participants

Reaction Steps

Prepared in 37% 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)-18-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),16,18,24-undecaen-3-yl]acetic acid. 1H NMR (400 MHz, CD3OD) δ 8.12 (s, 1H), 8.05 (s, 1H), 7.96 (d, J=8.1 Hz, 1H), 7.52 (t, J=7.8 Hz, 1H), 7.35 (d, J=7.6 Hz, 1H), 7.30 (s, 1H), 7.11 (s, 1H), 6.92 (s, 1H), 6.04 (s, 1H), 4.57 (dt, J=6.2, 3.2 Hz, 1H), 3.98 (t, J=11.1 Hz, 1H), 3.80-3.74 (m, 1H), 3.58-3.50 (m, 2H), 3.31-3.28 (m, 1H), 2.78 (d, J=8.3 Hz, 1H), 2.55 (s, 3H), 2.32 (s, 3H), 2.26 (s, 3H), 2.00-1.65 (m, 10H), 1.28 (s, 3H), 1.26 (s, 9H), 1.09 (d, J=6.1 Hz, 3H); LCMS (ESI, M): 653.4.

Provenance & Evidence