HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (S)-(-)- → (R)-2-Amino-3-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (S)-(-)- | HCID 179824 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | 1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrobromide | HCID 68380909 | — |
| Product | (R)-2-Amino-3-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}propan-1-ol | HCID 53311112 | — |
Reaction Steps
The preparation is carried out starting from 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrobromide and (S)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester. The protecting group is cleaved off by means of a 4N HCl/dioxane solution: The reaction mixture was stirred at room temperature for 2 h and evaporated to dryness. The product is converted into the hydrochloride by treatment with methanolic HCl.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08907098B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-fb9c3de5fd594843bf977bfca520ab88 |
| Source note | uspto-grants-2014_12 |