Methyl(2S)-2-(tert-butoxy)-2-[(22S)-16,17-difluoro-5-formyl-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]acetate → Methyl(2S)-2-(tert-butoxy)-2-[(22S)-16,17-difluoro-5-(hydroxymethyl)-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]acetate

Participants

Reaction Steps

Prepared in 76.0% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-16,17-difluoro-5-formyl-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]acetate following the procedure for methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-5-(hydroxymethyl)-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]acetate. 1H NMR (400 MHz, CDCl3) δ 8.20 (d, J=7.8 Hz, 1H), 7.99 (s, 1H), 7.90 (s, 1H), 7.59-7.52 (m, 1H), 7.36 (d, J=7.8 Hz, 1H), 7.09 (q, J=9.0 Hz, 1H), 6.69 (d, J=9.3 Hz, 1H), 6.18 (br. s., 1H), 5.11 (s, 2H), 4.48 (br. s., 1H), 3.98 (t, J=11.2 Hz, 1H), 3.79-3.71 (m, 1H), 3.69 (s, 3H), 3.57-3.45 (m, 2H), 3.07 (d, J=11.3 Hz, 1H), 2.70 (d, J=8.0 Hz, 1H), 2.37 (s, 3H), 1.95 (br. s., 2H), 1.86-1.65 (m, 8H), 1.29 (s, 3H), 1.25 (s, 9H), 1.13 (d, J=6.0 Hz, 3H); LCMS (ESI, M+1): 706.3.

Provenance & Evidence