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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221540Generated: October 30, 2026

Hydrochloric Acid → (2R)-2-amino-3-methylbutane-1,3-diol hydrochloride

https://huagongshe.com/reaction/221540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl (R)-4-(2-hydroxypropan-2-YL)-2,2-dimethyloxazolidine-3-carboxylateHCID 11379920—
SolventEthanolHCID 702—
Product(2R)-2-amino-3-methylbutane-1,3-diol hydrochlorideHCID 18341280—

Reaction Conditions

Temperature85 °C

Reaction Steps

tert-Butyl (4R)-4-(1-hydroxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (7.32 g, 27.8 mmol), prepared by the method of Joullie, Tetrahedron, 52, pp. 11673-11694, (1996), was dissolved in 20 mL of ethanol. A 4.3 M solution of hydrochloric acid in ethanol (15 mL) was then added and the reaction mixture was heated 85° C. After 2 hours, the solution was cooled and concentrated under reduced pressure. The resulting residue was concentrated with 2-propanol several times and then with Et2O to give crude (2R)-2-amino-3-methylbutane-1,3-diol hydrochloride (4.32 g) as a brown oil. This was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207162B2
Source datasetuspto-grants-2012_06
ORD IDord-7bdd414ba1d845498b7b5cb35411b293
Source noteuspto-grants-2012_06