HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (R)-4-Benzyloxycarbonylamino-2-hydroxy-butyric Acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | (R)-4-(((Benzyloxy)carbonyl)amino)-2-hydroxybutanoic acid | HCID 7004002 | — |
| Product | (R)-4-Benzyloxycarbonylamino-2-hydroxy-butyric Acid ethyl ester | HCID 66782861 | 81% |
Reaction Steps
A solution of (R)-4-benzyloxycarbonylamino-2-hydroxy-butyric acid (2.42 g, 9.56 mmol) and sulfuric acid (94 mg, 0.96 mmol) in EtOH (6 mL) was heated at reflux for 18 h, then partitioned between EtOAc and sat. aq. NaHCO3 solution. The organic layer was washed with brine, dried (MgSO4), filtered, and evaporated to afford the title compound (2.18 g, 81%). Light yellow liquid, MS: 304.2 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138175B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-8fc82388e0f34039811990c1957635ff |
| Source note | uspto-grants-2012_03 |