HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-oxocyclohex-1-enecarboxylate → HCID 86692395, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-oxocyclohex-1-enecarboxylate | HCID 10855681 | — |
| Reactant | Methyl 4-oxocyclohex-2-enecarboxylate | HCID 11744838 | — |
| Reactant | (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate | HCID 71698666 | — |
| Product | Methyl 4-oxocyclohex-1-enecarboxylate | HCID 10855681 | — |
| Product | Methyl 4-oxocyclohex-2-enecarboxylate | HCID 11744838 | — |
| Product | HCID 86692395 | HCID 86692395 | 53.9% |
Reaction Steps
The title compound was prepared in 53.9% yield following the procedure described in step 6 of method 2 for the preparation of intermediate 1, using methyl 4-oxocyclohex-1-enecarboxylate and methyl 4-oxocyclohex-2-enecarboxylate as the reactants. Methyl 4-oxocyclohex-1-enecarboxylate and methyl 4-oxocyclohex-2-enecarboxylate were prepared following the procedures described in Tet. Lett. Vol. 53, issue 7, page 819-821. m/e 287.05 (M+H)+, 2.435 min (method 8). 1H NMR (400 MHz, CHLOROFORM-d) δ 6.96 (dt, J=6.3, 1.5 Hz, 1H), 6.07 (dt, J=6.4, 1.4 Hz, 1H), 3.78 (s, 3H), 2.81-2.73 (m, 2H), 2.67-2.59 (m, 2H). 19F NMR (376 MHz, CHLOROFORM-d) δ −73.55 (s, 3F).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906889B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-875efebb10524f98bb611595b363e8ef |
| Source note | uspto-grants-2014_12 |