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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184949Generated: October 30, 2026

Acetic Acid → (2S)-2-Amino-3-(4-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-ethyl)benzoylamino)propionic acid

https://huagongshe.com/reaction/2184949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
Reactant(2S)-2-Benzyloxycarbonylamino-3-(4-(2-(1,4,5,6-tetrahydropyrimidin-2ylcarbamoyl)ethyl)benzoylamino)propionic AcidHCID 15512205—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
Product(2S)-2-Amino-3-(4-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-ethyl)benzoylamino)propionic acidHCID 15512206—

Reaction Steps

100 mg (0.2 mmol) of (2S)-2-benzyloxycarbonylamino-3-(4-(2-(1,4,5,6-tetra-hydropyrimidin-2-ylcarbamoyl)ethyl)benzoylamino)propionic acid (Example 3e) were dissolved in 15 ml of dioxane, treated with 0.012 ml of glacial acetic acid and hydrogenated at RT and 1 bar H2 over Pd/C (5%). After 2 h, 15 ml of methanol were added and the mixture was hydrogenated at RT and 1 bar H2 for a further 5 h. It was filtered and the solvent was evaporated in vacuo. Yield: 67.4 mg (93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399620B1
Source datasetuspto-grants-2002_06
ORD IDord-a19a8e6c56a84c7799285f600e5eb5dc
Source noteuspto-grants-2002_06