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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773437Generated: November 2, 2026

Water → 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

https://huagongshe.com/reaction/1773437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
Reactantethyl 2-{[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-yl]oxy}acetateHCID 70854858—
SolventTetrahydrofuranHCID 8028—
Product2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanolHCID 994259665.3%

Reaction Steps

A solution of ethyl 2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)acetate (4.2 g, 16.2 mmol, 1.00 equiv.) in dry tetrahydrofuran (50 mL) was slowly added to a suspension of lithium aluminum hydride (1.23 g, 32.4 mmol, 2.00 equiv.) in tetrahydrofuran (50 mL). The mixture was heated at reflux for about 1 hour, and then water was added (2 mL). After the solids were collected by filtratration, the solids were washed with tetrahydrofuran (50 mL) and then dried in vacuo to give the title product as a yellow oil (2.3 g, 65%). MS: m/z=218 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255104B2
Source datasetuspto-grants-2016_02
ORD IDord-80f8c22c0e2540aeb42c8c366b343a50
Source noteuspto-grants-2016_02