HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-((Tert-butyldimethylsilyl)oxy)aniline → [1-((R)-3-amino-1-methyl-propyl)-piperidin-4-yl]-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-((Tert-butyldimethylsilyl)oxy)aniline | HCID 11715553 | — |
| Reactant | (betaR)-beta-Methyl-4-oxo-1-piperidinepropanenitrile | HCID 68972438 | — |
| Product | [1-((R)-3-amino-1-methyl-propyl)-piperidin-4-yl]-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-amine | HCID 68972423 | — |
Reaction Steps
Using general procedure A with 4-(tert-butyl-dimethyl-silanyloxy)-phenylamine (Swenton, John S.; et al., J. Org. Chem., 54, 1, 1989, 51-58) (1.28 g, 5.73 mmol) and (R)-3-(4-oxo-piperidin-1-yl)-butyronitrile (1.05 g, 6.32 mmol) followed by general procedure J gave [1-((R)-3-amino-1-methyl-propyl)-piperidin-4-yl]-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-amine as a yellow oil (1.81 g, 84% over 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491735B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-7eac1e63adbe458b92d49c1c6faf3276 |
| Source note | uspto-grants-2009_02 |