HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isatin → (S)-methyl-3-(2-oxo-1,3-oxazolidin-3-yl)-5-(2-oxo-2'',3'',5'',6''-tetrahydrodispiro[indole-3,1'-cyclopropane-2',4''-pyran]-1(2 H)-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isatin | HCID 7054 | — |
| Reactant | 4-Methylideneoxane | HCID 548975 | — |
| Reactant | Methyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoate | HCID 67229228 | — |
| Product | (S)-methyl-3-(2-oxo-1,3-oxazolidin-3-yl)-5-(2-oxo-2'',3'',5'',6''-tetrahydrodispiro[indole-3,1'-cyclopropane-2',4''-pyran]-1(2 H)-yl)benzoate | HCID 58305334 | — |
Reaction Steps
The title compound was prepared in analogy to Example 101 starting from methyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoate prepared as in Example 101, 4-methylenetetrahydro-2H-pyran, isatin (commercially available) according to Scheme 2. LC/MS m/e calcd. for C25H24ClN2O6: 448, observed (M+H)+: 449.21 1HNMR (400 MHz, DMSO-d6) δppm 1.72-1.81 (m, 1 H) 1.83 (d, J=4.55 Hz, 1 H) 1.92-1.99 (m, 3 H) 2.07-2.15 (m, 1 H) 3.38-3.47 (m, 1 H) 3.51-3.57 (m, 1 H) 3.57-3.66 (m, 2 H) 3.90 (s, 3 H) 4.16 (t, J=7.83 Hz, 2 H) 4.49 (t, J=7.83 Hz, 2 H) 6.90 (d, J=7.83 Hz, 1 H) 7.08 (t, J=7.58 Hz, 1 H) 7.23 (t, J=7.71 Hz, 1 H) 7.29 (d, J=7.58 Hz, 1 H) 7.74 (s, 1 H) 7.93 (s, 1 H) 8.24 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354443B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-cb076e3f62874e24a2b80eee3611bb93 |
| Source note | uspto-grants-2013_01 |