HuagongsheHuagongshe Chemistry Print Report · For research reference only
methyl (3S)-4-amino-3-hydroxybutanoate hydrochloride → (S)-4-((S)-2-Hydroxy-3-methoxycarbonyl-propyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | methyl (3S)-4-amino-3-hydroxybutanoate hydrochloride | HCID 9898943 | — |
| Reactant | (S)-2-[Benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester | HCID 86638111 | — |
| Product | (S)-4-((S)-2-Hydroxy-3-methoxycarbonyl-propyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester | HCID 67074026 | 59% |
Reaction Steps
In analogy to the procedure described in Example 12D, (S)-2-[benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester (intermediate 12C) and (S)-4-amino-3-hydroxy-butyric acid methyl ester, hydrochloride (intermediate 24) gave the titled compound in 59% yield as light yellow oil. MS: 365.17 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445674B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-abfa3ea669a84058b85772c6661c4c10 |
| Source note | uspto-grants-2013_05 |