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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277063Generated: October 31, 2026

Tetrahydrofuran → HCID 131733444, compound

https://huagongshe.com/reaction/2277063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 90405868HCID 90405868—
SolventDichloromethane methanolHCID 21226129—
ProductHCID 131733444HCID 131733444—

Reaction Steps

Anhydrous THF (5 mL) was cooled to 0° C. and LiAlH4 (0.016 g, 0.44 mmol) was added. (S)-tert-butyl 2-((3-((R)-3-((tert-butoxycarbonyl)amino)-1-hydroxypropyl)phenoxy)methyl)pyrrolidine-1-carboxylate (0.1 g, 0.22 mmol) was slowly added to reaction mixture and then kept at room temperature for 4 hrs. After completion of reaction as judged by TLC (10% MeOH/CH2Cl2) the reaction mixture was quenched with EtOAc followed by saturated Na2SO4, extracted with EtOAc and organic layer was concentrated under reduced pressure to give tert-butyl ((R)-3-hydroxy-3-(3-(((S)-1-methylpyrrolidin-2-yl)methoxy)phenyl)propyl)carbamate as a light yellow oil which was used in the next step without additional purification. Yield (0.060 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133154B2
Source datasetuspto-grants-2015_09
ORD IDord-2a496b74f34a4737ba5960b79aeabf38
Source noteuspto-grants-2015_09