HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4S)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde → (R)-3-{1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}propane-1,2-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4S)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde | HCID 11105390 | — |
| Reactant | Hydrochloride methanol | HCID 21893726 | — |
| 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)-3-{1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}propane-1,2-diol | HCID 53311189 | — |
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)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde. The protecting group is cleaved off by means of a 1.25 N HCl/methanol solution: The reaction mixture was stirred at room temperature for 5 h, evaporated to dryness and dried under a high vacuum. The product was 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-bc356112555e465d870e490c91847d65 |
| Source note | uspto-grants-2014_12 |