HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-2-((tert-butoxycarbonyl)amino)-3-(2-nitrophenoxy)propanoic acid → (S)-3-(2-aminophenoxy)-2-((tert-butoxycarbonyl)amino)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-2-((tert-butoxycarbonyl)amino)-3-(2-nitrophenoxy)propanoic acid | HCID 18599736 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-3-(2-aminophenoxy)-2-((tert-butoxycarbonyl)amino)propanoic acid | HCID 18599735 | 84.4% |
Reaction Steps
In 500 ml of methanol is dissolved 30 g of O-(o-nitrophenyl)-Boc-L-serine obtained in Example 1, and catalytic reduction is conducted in a stream of hydrogen at ordinary temperature and at atmospheric pressure with 1 g of 10% palladium-carbon used as a catalyst. The catalyst is filtered off, and the filtrate is concentrated under reduced pressure. The resulting residue is recrystallized from ethyl acetate to give 23 g of O-(o-aminophenyl)-Boc-L-serine as colorless crystals, melting at 90°-91° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04548932 |
| Source dataset | uspto-grants-1985_10 |
| ORD ID | ord-20065f82d041476dad9beef551d1a27a |
| Source note | uspto-grants-1985_10 |