HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86667829, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-Cbz-(S)-3-cyclopropylalanine | HCID 54104350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86667829 | HCID 86667829 | 56.4% |
Reaction Steps
A solution of (S)-2-(benzyloxycarbonylamino)-3-cyclopropylpropanoic acid (0.292 g, 1.11 mmol) in THF (2 mL) was cooled to 0° C. and treated with borane-THF complex (1.44 mL, 1.44 mmol). The mixture was stirred at ambient temperature for 4 hours and then treated with 1N HCl until bubbling ceased. After stirring at ambient temperature overnight, the organic solvent was concentrated. The residue is treated with EtOAc, aqueous phase removed, organic phase washed with 1N NaOH, dried (phase separator silicone treated filter paper), concentrated to provide (S)-benzyl 1-cyclopropyl-3-hydroxypropan-2-ylcarbamate (0.156 g, 56% yield) as a white gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865726B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-9203a267181a40f080d748854f4c89a1 |
| Source note | uspto-grants-2014_10 |