HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Fingolimod
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Diethyl 2-Amino-2-(4-Octylphenethyl)malonate | HCID 21849165 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Fingolimod | HCID 107970 | 69.8% |
Reaction Steps
A suspension of sodium borohydride (0.60 g) and lithium bromide (1.66 g) in ethanol (17 ml) was stirred at room temperature for 25 minutes. Ethyl 2-amino-2-ethoxycarbonyl-4-(4-octylphenyl)butyrate (1.24 g) was dropwise added thereto over 3 minutes and the mixture was stirred at room temperature for 5 hours. Water (40 ml) was added to the reaction mixture and the mixture was stirred for 40 minutes. The crystals precipitated was collected by filtration and dried to give 0.68 g of the subject compound, melting point=125-126° C. Treatment of the subject compound with hydrochloric acid-ethanol gives the corresponding hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05952316 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-98356641ac1b41e59520c84aae2d0f4b |
| Source note | uspto-grants-1999_09 |