HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one → HCID 66746339, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one | HCID 59532385 | — |
| Reactant | HCID 66745550 | HCID 66745550 | — |
| Product | HCID 66746339 | HCID 66746339 | 66% |
Reaction Steps
The title compound was prepared from (5)-6-(2-hydroxy-2-methyl-propyl)-6-phenyl-3-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethyl}-[1,3]oxazinan-2-one and 6-bromo-2-methoxy-[1,2,4]triazolo[1,5-a]pyridine following a procedure analogous to that described in EXAMPLE 7. Yield: 66% of theory; Mass spectrum (ESI+): m/z=501 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 0.81 (s, 3H), 1.19 (s, 3H), 1.48 (d, J=7.0 Hz, 3H), 2.03 (s, 2H), 2.13-2.22 (m, 1H), 2.38-ca. 2.53 (m, 2H) superimposed on DMSO-d5, 3.00-3.07 (m, 1H), 4.04 (s, 3H), 4.23 (s, 1H), 5.44 (q, J=7.0 Hz, 1H), 6.98 (d, J=8.2 Hz, 2H), 7.27-7.40 (m, 5H), 7.51 (dm, J=8.2 Hz, 2H), 7.67 (d, J=9.2 Hz, 1H), 7.82 (dd, J=9.2, 1.8 Hz, 1H), 9.05 (hardly resolved d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598163B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-9cca87f488994cd9a491eec19b00d370 |
| Source note | uspto-grants-2013_12 |