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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546693Generated: November 1, 2026

tert-Butyl carbazate → tert-butyl N'-(5-chloro-2-cyclopropyl-pentanoyl)-hydrazinecarboxylate

https://huagongshe.com/reaction/546693

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl carbazateHCID 70091—
ReactantDiisopropylethylamineHCID 81531—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Reactant5-Chloro-2-cyclopropyl-valeric acidHCID 66839017—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Producttert-butyl N'-(5-chloro-2-cyclopropyl-pentanoyl)-hydrazinecarboxylateHCID 66839486—

Reaction Steps

IPEA (1.6 ml) and BOPCl (1.2 g) were added to a solution of the crude 5-chloro-2-cyclopropyl-valeric acid (550 mg) and tert-butyl carbazate (CAS No. 870-46-2, 555 mg) in methylene chloride (5 ml), and the reaction solution was stirred at room temperature for three hours. Ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The organic layer was sequentially washed with 1 N hydrochloric acid, water, a saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 210 mg of the title compound. The property value of the compound is as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935815B2
Source datasetuspto-grants-2011_05
ORD IDord-0d7437a33202478d846fa5da9a76a5f1
Source noteuspto-grants-2011_05