Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Mandelic Acid | HCID 1292 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | HCID 178488037 | HCID 178488037 | — |
| Katalysator | Titanium isopropoxide | HCID 11026 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Diethyl [S-(R*,R*)]-tartrate | HCID 117410 | — |
| Lösungsmittel | Sodium Bicarbonate | HCID 516892 | — |
| Produkt | HCID 178488147 | HCID 178488147 | — |
Reaktionsschritte
Omeprazole sodium (500 grams) was suspended in acetone (6.0 liters) and diethyl D-tartrate (280 grams), titanium (IV) isopropoxide (325 grams) and triethylamine (410 grams) were added sequentially at a temperature of 35-40° C. L (+) mandelic acid (207 grams) was then added and further stirred for 30-60 minutes. The separated solid was filtered, washed with acetone (500 ml) and suck dried under vacuum. The wet solid thus resulting was suspended in a mixture of dichloromethane (2.0 liters) and 5% sodium bicarbonate solution (2.0 liters) and stirred for 15-30 minutes. The dichloromethane layer was separated from the resulting solution and the solvent was distilled off up to substantial completion to get the title compound in residual mass. [Weight: 180 grams, Chiral Purity: 99.93% (S-Isomer)].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08134008B2 |
|---|
| Quelldatensatz | uspto-grants-2012_03 |
|---|
| ORD ID | ord-105cf9353969424e8bb1775585a06fb9 |
|---|
| Quellennotiz | uspto-grants-2012_03 |
|---|