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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | tert-butyl(2S,3S)-2-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino}-3-methylpentanoate | HCID 66891692 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl(2S,3S)-2-[(2-aminoethyl)amino]-3-methylpentanoate | HCID 86598803 | 85% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834043B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-0ae2f65e98af490996f553c047726d88 |
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| Source note | uspto-grants-2010_11 |
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