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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253590Generated: October 30, 2026

Methanol → (R)-tert-butyl 2-((S)-(2-aminoethoxy)(3-chlorophenyl)methyl)morpholine-4-carboxylate

https://huagongshe.com/reaction/253590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethyl SulfideHCID 1068—
Reactant(R)-tert-butyl 2-((S)-(3-chlorophenyl)(cyanomethoxy)methyl)morpholine-4-carboxylateHCID 66862450—
SolventTetrahydrofuranHCID 8028—
Product(R)-tert-butyl 2-((S)-(2-aminoethoxy)(3-chlorophenyl)methyl)morpholine-4-carboxylateHCID 57786514—

Reaction Steps

(R)-tert-butyl 2-((S)-(3-chlorophenyl)(cyanomethoxy)methyl)morpholine-4-carboxylate (1.3 g, 3.55 mmol) was dissolved in anhydrous THF (25 mL), and the solution was heated to reflux under N2. A solution of BH3.Me2S in THF (5 mL) was added dropwise, and stirring was continued under reflux overnight. The resulting solution was cooled to rt, MeOH was added dropwise to quench the reaction until gas evolution ceased. After evaporation of the solution, the crude product was used for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872028B2
Source datasetuspto-grants-2011_01
ORD IDord-9ad6991d7373455cb97b077ea6c258be
Source noteuspto-grants-2011_01