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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383874Generated: October 26, 2026

Hydrochloric Acid → 1,1-Dimethylethyl N-((1S,2S)-3-chloro-2-hydroxy-1-(phenylmethyl)propyl)carbamate

https://huagongshe.com/reaction/1383874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl N-((2S)-4-chloro-3-oxo-1-phenylbutan-2-yl)carbamateHCID 9926241—
ReactantAluminum tri-iso-propoxideHCID 16685055—
SolventTolueneHCID 1140—
Product1,1-Dimethylethyl N-((1S,2S)-3-chloro-2-hydroxy-1-(phenylmethyl)propyl)carbamateHCID 7146645—

Reaction Conditions

Temperature25 °C

Reaction Steps

Triisopropoxyaluminum (200 mg, 0.98 mmol) was diluted with 6 ml of toluene. Thereto was added 285 mg (0.96 mmol) of [1(S)-benzyl-2-oxo-3-chloropropyl]carbamic acid t-butyl ester, and the mixture was stirred at 25° C. for 16 hours. After hydrolysis with 1N hydrochloric acid, the reaction mixture was extracted with ethyl acetate. The solution obtained was analyzed quantitatively by HPLC under the same conditions as used in Example 1 and the yields and selectivity were calculated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255522B1
Source datasetuspto-grants-2001_07
ORD IDord-70af8e39c6c441aea21ced92e0355690
Source noteuspto-grants-2001_07