HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (r/s)-4-Hydroxymethyl-4-[2-(4-octyl-phenyl)-ethyl]-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Fingolimod Hydrochloride | HCID 107969 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | (r/s)-4-Hydroxymethyl-4-[2-(4-octyl-phenyl)-ethyl]-oxazolidin-2-one | HCID 11302056 | — |
Reaction Steps
Benzyl chloroformate (0.45 ml; 3.2 mmol) is added to a suspension of FTY720.HCl (1.03 g, 3 mmol) in 2N NaOH (20 ml). The reaction is kept at RT over night and in order to complete the reaction further benzyl chloroformate (0.9 ml; 6.4 mmol) is added. After 2 days at RT the reaction is acidified with 1N HCl, extracted with methylenechloride and purified on a silica gel column using methylenechloride/methanol/acetic acid50% (9/1/0.125) as mobile phase.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902175B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-79f8aebc3e604bd7a57e97c90de81699 |
| Source note | uspto-grants-2011_03 |