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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55971Generated: October 28, 2026

Sulfuric Acid → (S)-2-tert-butoxycarbonylamino-3-(phenyl-pyridin-2-ylamino)-propanoic acid

https://huagongshe.com/reaction/55971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant(S)-1-Phenylethyl-ammonium (S)-2-tert-butoxycarbonylamino-3-(phenyl-pyridin-2-ylamino)-propanoateHCID 86692183—
SolventIsopropanolHCID 3776—
Product(S)-2-tert-butoxycarbonylamino-3-(phenyl-pyridin-2-ylamino)-propanoic acidHCID 5683716581%

Reaction Steps

A suspension of (S)-1-phenylethyl-ammonium (S)-2-tert-butoxycarbonylamino-3-(phenyl-pyridin-2-ylamino)-propanoate (2.25 g, 4.69 mmol, 99.5% de) in aqueous isopropanol (50% strength, 6 ml) is admixed with 1N sulfuric acid (6 ml, 5.85 mmol) and stirred for 2 h at RT. The solid is filtered off with suction and dried to give (S)-2-tert-butoxycarbonylamino-3-(phenyl-pyridin-2-ylamino)-propanoic acid (1.35 g, 81%, >99.9% ee) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434696B2
Source datasetuspto-grants-2016_09
ORD IDord-494ec803fa71425498a2a52221a8e47a
Source noteuspto-grants-2016_09