Methyl(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-decaen-3-yl]acetate → Methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,18,22,28-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]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl(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-decaen-3-yl]acetate | HCID 118316270 | — |
| Reactant | Methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,18,22,28-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),16,18,24-undecaen-3-yl]acetate | HCID 123141276 | — |
| Product | Methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,18,22,28-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]acetate | HCID 118316293 | 94% |
Reaction Steps
Prepared in 94% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S)-17-fluoro-4,18,22,28-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),16,18,24-undecaen-3-yl]acetate following the procedure for methyl(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-decaen-3-yl]acetate. 1H NMR (500 MHz, CDCl3) δ 8.20 (dt, J=7.9, 1.4 Hz, 1H), 8.15 (t, J=1.5 Hz, 1H), 8.03 (s, 1H), 7.53 (t, J=7.7 Hz, 1H), 7.33 (s, 1H), 7.30 (dt, J=7.8, 1.3 Hz, 1H), 7.10-7.05 (m, 1H), 6.81 (d, J=6.5 Hz, 1H), 6.06 (br. s., 1H), 4.49 (td, J=6.3, 3.1 Hz, 1H), 3.97 (t, J=10.7 Hz, 1H), 3.81-3.77 (m, 1H), 3.76 (s, 3H), 3.57-3.47 (m, 2H), 3.15-3.08 (m, 1H), 2.71 (d, J=7.6 Hz, 1H), 2.47 (d, J=0.8 Hz, 3H), 2.34 (d, J=1.4 Hz, 3H), 2.00-1.69 (m, 10H), 1.30 (s, 3H), 1.26 (s, 9H), 1.12 (d, J=6.1 Hz, 3H); LCMS (ESI, M+1): 672.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409922B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-a5d4308f5323465db39ea0094f92c017 |
| Source note | uspto-grants-2016_08 |