HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl-5-((4-(2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethoxy)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate → Tert-butyl-5-(4-(2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethoxy)-phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl-5-((4-(2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethoxy)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 131733950 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Tert-butyl-5-(4-(2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethoxy)-phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 131733951 | 78.6% |
Reaction Steps
A mixture of the product of Step C (0.07 g, 0.14 mmol), and 10% Pd/C (0.05 g) in EtOH (5 ml) was stirred for 36 h under H2. The catalyst was removed by filtration through Celite pad and filtrate evaporated to dryness, to give the title product (0.055 g; 78%), as colourless paste. 1H-NMR (CDCl3) 1.02 (s, 3H); 1.18 (s, 3H); 1.39 (s, 3H); 1.41 (s, 3H); 1.46 (s, 9H); 1.84-2.35 (m, 13H); 2.45-2.6 (m, 2H); 3.65 (d, 2H, J=11.8 Hz); 3.84-3.92 (m, 4H); 4.94 (broad s, 1H); 6.77 (d, 2H, J=8.6 Hz); 7.05 (d, 2H, J=8.5 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e0ec55f2a9c04ebb846cbda1434bae01 |
| Source note | uspto-grants-2015_11 |