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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902568Generated: November 3, 2026

Ethyl chloroformate → HCID 86610891, compound

https://huagongshe.com/reaction/902568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantSodium HydroxideHCID 14798—
ReactantD-Ornithine monohydrochlorideHCID 443122—
ReactantHCID 22817059HCID 22817059—
SolventPropan-2-one--water (1/1)HCID 18366337—
ProductHCID 86610891HCID 86610891—

Reaction Steps

In an amount of 15.3 g of (R)-5-amino-2-hydroxypentanoic acid, which was synthesized from (D)-ornithine hydrochloride according to the method described in YAKUGAKU ZASSHI (Vol 87, (1967), 1184-1188), was dissolved in 150 ml of a mixed solvent of acetone/water (1:1), added dropwise simultaneously with 45.8 ml of 5 N aqueous sodium hydroxide and 11 ml of ethyl chloroformate under ice cooling over 40 minutes, and stirred under the same condition for 1 hour. The reaction system was washed with ethyl acetate, then the aqueous layer was adjusted to pH 1 by slowly adding 10 N hydrochloric acid, and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate, and filtered. Then, the filtrate was concentrated under reduced pressure to obtain 24.4 g of crude (R)-5-ethoxycarbonylamino-2-hydroxypentanoic acid. Physicochemical Properties of this Compound

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365174B2
Source datasetuspto-grants-2008_04
ORD IDord-7939dbbe8a904bed9a0e51909320652a
Source noteuspto-grants-2008_04