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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 932241Generated: October 25, 2026

(2S)-2-Amino-3,3-dimethyl-1-butanol → (S)-2-((2R,3R)-2-(3-Chlorophenyl)-3-(4-chlorophenyl)-3-hydroxypropyl)-N-((S)-1-hydroxy-3,3-dimethylbutan-2-yl)-2-methylpent-4-enamide

https://huagongshe.com/reaction/932241

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-Amino-3,3-dimethyl-1-butanolHCID 2734079—
Reactant(3S,5R,6R)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-oneHCID 58573721—
SolventEthyl AcetateHCID 8857—
Product(S)-2-((2R,3R)-2-(3-Chlorophenyl)-3-(4-chlorophenyl)-3-hydroxypropyl)-N-((S)-1-hydroxy-3,3-dimethylbutan-2-yl)-2-methylpent-4-enamideHCID 67999110—

Reaction Conditions

Temperature100 °C

Reaction Steps

(S)-tert-leucinol (0.937 g, 7.99 mmol) and (3S,5R,6R)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one (1 g, 2.66 mmol; Example 261, Step F) were combined in a reaction flask and heated to 100° C. After 2d, the reaction mixture was cooled to RT and dissolved in ethyl acetate. The organic phase was washed with 3×10 mL 1N HCl and 1×10 mL brine, dried over MgSO4, filtered and concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296736B2
Source datasetuspto-grants-2016_03
ORD IDord-1e29e31727b24172b09720d3196e79cc
Source noteuspto-grants-2016_03