HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Octyne → Tert-butyl-2,2-dimethyl-5-((3-((3,4,5-trimethoxyphenyl)ethynyl)-phenyl)ethynyl)-1,3-dioxan-5-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Octyne | HCID 12370 | — |
| Reactant | 5-Ethynyl-1,2,3-trimethoxybenzene | HCID 11830260 | — |
| Reactant | 5-Iodo-2-tritylisoindoline | HCID 66726248 | — |
| Reactant | Tert-butyl 5-((3-iodophenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 66726793 | — |
| Product | Tert-butyl-2,2-dimethyl-5-((3-((3,4,5-trimethoxyphenyl)ethynyl)-phenyl)ethynyl)-1,3-dioxan-5-ylcarbamate | HCID 131733948 | 64% |
Reaction Steps
When 3,4,5-trimethoxyphenyl-acetylene was substituted for 1-octyne and the product of Step A was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 64% yield, as pale paste. 1H-NMR (CDCl3) 1.43 (s, 3H); 1.47 (s, 9H); 1.49 (5, 3H); 3.84 (s, 3H); 3.87 (s, 6H); 4.00 (d, 2H, J=11.4 Hz); 4.10 (d, 2H, J=11.33 Hz); 5.19 (broad s, 1H), 6.74 (s, 2H); 6.74-6.76 (m, 1H); 7.26-7.38 (m, 1H); 7.43 (d, 1H, J=7.67 Hz); 7.60 (broad s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-80871b0c478348aea607a94c06530118 |
| Source note | uspto-grants-2015_11 |