HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → ethyl (2S,3S)-3-amino-2-hydroxy-4-phenylbutyrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | Ethyl 3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-hydroxy-4-phenylbutyrate | HCID 54031650 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ethyl (2S,3S)-3-amino-2-hydroxy-4-phenylbutyrate | HCID 54193969 | 82% |
Reaction Steps
Analogously to Example 23, by reacting a solution of 10.42 g of a 95:5 mixture of the (2S,3S) and (2R,3S) isomers of ethyl 3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-hydroxy-4-phenylbutyrate (Example 20) in 10 ml of ethanol with 5.9 ml of a 33% solution of methylamine in ethanol there are obtained 5.39 g (82%) of ethyl (2S,3S)-3-amino-2-hydroxy-4-phenylbutyrate, TLC (SiO2, CH2Cl2 methanol 10:1, UV254): Rf =0.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05455353 |
| Source dataset | uspto-grants-1995_10 |
| ORD ID | ord-6b188ef103564d6dbc3b0c31360c0230 |
| Source note | uspto-grants-1995_10 |