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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264572Generated: October 31, 2026

Ammonium formate → (S)-tert-Butyl 2-amino-3-hydroxypropanoate

https://huagongshe.com/reaction/1264572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantN-(Benzyloxycarbonyl)-O-benzylserine, t-butyl esterHCID 15778647—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(S)-tert-Butyl 2-amino-3-hydroxypropanoateHCID 1176886599.6%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 29.24 g (0.076 mol) of (L) N-(benzyloxycarbonyl)-O-benzylserine, t-butyl ester from Reference Example 1, 24.1 g (0.38 mol) of ammonium formate and 38.3 g of 10% palladium on carbon in 600 ml of methanol was heated at 65° C. for 20 hours and stirred at room temperature overnight. The mixture was filtered through diatomaceous earth and the filter pad was washed with methanol. The filtrate was concentrated to give 12.18 g (99.6%) of product as described in Synthetic Commun., 26:2723 (1996).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544984B1
Source datasetuspto-grants-2003_04
ORD IDord-0d5d2757a9794632b4541883542b925a
Source noteuspto-grants-2003_04