Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | tert-butyl N-[(2S)-1-oxo-3-phenylpropan-2-yl]carbamate | HCID 6998013 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 10016300 | HCID 10016300 | — |
Reaction Steps
A solution of sodium hydrogensulfite (0.92 g) in water (5 ml) is added to a suspension of (2S)-2-(tert-butoxycarbonyl)amino-3-phenylpropanal (2.00 g, Reference compound No. 2-1) in water (20 ml) under ice cooling, then the temperature is raised to room temperature, and the mixture is stirred overnight. Ethyl acetate (100 ml) is added to the mixture, and the whole is stirred for one hour. Then, a solution of potassium cyanide (0.58 g) in water (5 ml) is added thereto, and the whole is further stirred for four hours. The reaction mixture is extracted with ethyl acetate, and the extract is washed with saturated brine. The extract is dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the titled reference compound (1.18 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06960575B2 |
|---|
| Source dataset | uspto-grants-2005_11 |
|---|
| ORD ID | ord-dc776634409e40c988087d487a8b6bb4 |
|---|
| Source note | uspto-grants-2005_11 |
|---|