HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 2,2-dimethyl-5-((4-(5-(6-propylpyridin-3-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamate → 2-Amino-2-((4-octylindolin-1-yl)methyl)propane-1,3-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 2,2-dimethyl-5-((4-(5-(6-propylpyridin-3-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamate | HCID 66726785 | — |
| Reactant | tert-Butyl 2,2-dimethyl-5-((4-octylindolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamate | HCID 86661817 | — |
| Product | 2-Amino-2-((4-octylindolin-1-yl)methyl)propane-1,3-diol | HCID 46195886 | 68% |
Reaction Steps
When the product of Step E was substituted for tert-butyl 2,2-dimethyl-5-((4-(5-(6-propylpyridin-3-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamate in Example 66, Step F, the identical process afforded the title compound in 68% yield, as colourless solid. 1H-NMR (CDCl3) 0.86 (m, 3H); 1.28 (m, 10H); 1.53 (m, 2H); 1.8 (broad s, 4H+H2O); 2.48 (tr, 2H, J=7.6 Hz); 2.93 (tr, 2H, J=8.2 Hz); 3.08 (s, 2H); 3.46 (tr, 2H, J=8.7 Hz); 3.58 (m, 4H); 6.46 (d, 1H, J=7.8 Hz); 6.53 (d, 1H, J=7.6 Hz); 7.01 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-21f011f6bd52418bab6312d01945af20 |
| Source note | uspto-grants-2015_11 |