HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-2-amino-2-ethoxycarbonylsuccinimide Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (R)-2-t-butyloxycarbonylamino-2-ethoxycarbonylsuccinimide | HCID 66725143 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-2-amino-2-ethoxycarbonylsuccinimide Hydrochloride | HCID 66725247 | 97% |
Reaction Steps
(R)-2-t-Butyloxycarbonylamino-2-ethoxycarbonylsuccinimide (380 mg) obtained in Example 16 was dissolved in a 4 mol/L solution of hydrochloric acid in ethyl acetate (8 mL), and the reaction mixture was stirred for 1 hour, and then concentrated under reduced pressure. The residue was suspended in ether and filtered to obtain the title compound (288 mg, yield: 97%) as white crystals. Optical rotation [α]D25 was −14.8° (c 1.0, methanol). Optical purity was 75.6% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434737B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-a76446c5f1d148ba8bcc224c54623770 |
| Source note | uspto-grants-2016_09 |