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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174117Generated: October 27, 2026

Sodium Hydroxide → tert-butyl(2S,3S)-2-[(2-aminoethyl)amino]-3-methylpentanoate

https://huagongshe.com/reaction/1174117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactanttert-butyl(2S,3S)-2-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino}-3-methylpentanoateHCID 66891692—
SolventEthanolHCID 702—
Producttert-butyl(2S,3S)-2-[(2-aminoethyl)amino]-3-methylpentanoateHCID 8659880385%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of the product of Example 3F (28.44 g, 78.9 mmol) in ethanol (400 mL) was treated with hydrazine hydrate (25 mL, 789 mmol), stirred at 70° C. for 2 hours, cooled to 25° C. The solid precipitate was dissolved by addition of aqueous NaOH solution (200 mL, 1 N). The reaction was partitioned between dichloromethane and water. The aqueous was extracted three times with dichloromethane. The combined organic extracts were dried over MgSO4, filtered and concentrated to give the title compound (15.4 g, 85% yield), which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834043B2
Source datasetuspto-grants-2010_11
ORD IDord-0ae2f65e98af490996f553c047726d88
Source noteuspto-grants-2010_11