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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464826Generated: October 25, 2026

(S)-2-((tert-butoxycarbonyl)amino)-3-(2-nitrophenoxy)propanoic acid → (S)-3-(2-aminophenoxy)-2-((tert-butoxycarbonyl)amino)propanoic acid

https://huagongshe.com/reaction/464826

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-((tert-butoxycarbonyl)amino)-3-(2-nitrophenoxy)propanoic acidHCID 18599736—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product(S)-3-(2-aminophenoxy)-2-((tert-butoxycarbonyl)amino)propanoic acidHCID 1859973584.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04548932
Source datasetuspto-grants-1985_10
ORD IDord-20065f82d041476dad9beef551d1a27a
Source noteuspto-grants-1985_10