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)-19-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
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,24E)-19-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]acetate | HCID 118316316 | — |
| Product | Methyl(2S)-2-(tert-butoxy)-2-[(22S)-19-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 118316317 | 100% |
Reaction Steps
Prepared in 100% yield from methyl(2S)-2-(tert-butoxy)-2-[(22S,24E)-19-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]acetate following the same procedure as 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 (400 MHz, CDCl3) δ 8.13 (s, 1H), 8.10 (d, J=7.0 Hz, 1H), 8.00 (s, 1H), 7.54 (t, J=7.8 Hz, 1H), 7.39 (d, J=7.5 Hz, 1H), 7.36 (br. s., 1H), 7.22-7.18 (m, 1H), 7.11-7.05 (m, 2H), 6.10 (br. s., 1H), 4.99 (dt, J=12.5, 6.3 Hz, 1H), 4.38 (br. s., 1H), 4.07 (t, J=10.5 Hz, 1H), 3.70 (s, 3H), 3.56-3.42 (m, 2H), 3.04 (d, J=10.5 Hz, 1H), 2.76 (d, J=8.5 Hz, 1H), 2.47 (s, 3H), 2.04-1.58 (m, 10H), 1.29 (s, 3H), 1.26 (s, 9H), 0.84 (d, J=6.0 Hz, 3H); LCMS (ESI, M+1): 658.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409922B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-ef785e51358b43ddb699273e9f1689bb |
| Source note | uspto-grants-2016_08 |