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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620712Generated: October 31, 2026

Hydrogen chloride-ethyl acetate → (2S,3R)-2-amino-3-methoxy-N,N-dimethyl-butanamide

https://huagongshe.com/reaction/1620712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
ReactantN2-(tert-butoxycarbonyl)-N,N,O-trimethyl-L-threoninamideHCID 86678875—
SolventEthyl AcetateHCID 8857—
Product(2S,3R)-2-amino-3-methoxy-N,N-dimethyl-butanamideHCID 8667887696.5%

Reaction Steps

To a solution of N2-(tert-butoxycarbonyl)-N,N,O-trimethyl-L-threoninamide (2.02 g) in ethyl acetate (10 mL) was added 4N hydrogen chloride/ethyl acetate solution (10 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 hr, and the reaction mixture was concentrated under reduced pressure. To the reaction mixture was added methanol (10 mL). To the reaction mixture was added AMBERLYST (registered trademark) A21 (1.00 g) at room temperature. The reaction mixture was stirred at room temperature for 1 hr, the insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (1.20 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-21aebf40720245edb09ad6e3babbb3fc
Source noteuspto-grants-2014_07