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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951911Generated: November 4, 2026

Dichloromethane → HCID 67426229, compound

https://huagongshe.com/reaction/1951911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantD-Leucine Methyl Ester HydrochlorideHCID 11600782—
ReactantBenzyl (1-formylcyclopropyl)carbamateHCID 54500481—
CatalystZincchlorideHCID 3007855—
SolventEthyl AcetateHCID 8857—
ProductHCID 67426229HCID 6742622947%

Reaction Steps

Methyl D-leucinate hydrochloride (2.73 g, 15.1 mmol), zinc chloride (2.8 g, 20.5 mmol), and sodium triacetoxyborohydride (9.16 g, 41.1 mmol) were added to a dichloromethane (200 ml) solution of benzyl (1-formylcyclopropyl)carbamate (3.0 g, 13.7 mmol) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated under reduced pressure, the residue obtained was diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate solution and saturated brine and then the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue obtained was purified by silica gel column chromatography [n-hexane:ethyl acetate=2:1 (v/v)] to give the title compound (2.24 g, 47%) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404691B2
Source datasetuspto-grants-2013_03
ORD IDord-172bd77979f8483493de2ae9e2b43062
Source noteuspto-grants-2013_03