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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366097Generated: October 30, 2026

Hydrochloric Acid → HCID 54559825, compound

https://huagongshe.com/reaction/366097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2,2-Diphenylacetyl chlorideHCID 74637—
Reactant(2R)-2-amino-5-[(benzyloxy)carbonyl]aminopentanoic acid hydrochlorideHCID 69885572—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54559825HCID 5455982591.2%

Reaction Steps

1 N NaOH (75 mL) was added to a stirred suspension of (R)-N5 -(Cbz)-ornithine hydrochloride (7.5 g; 25 mmol) in THF (114 mL). Once the starting material had dissolved, diphenylacetyl chloride (6.7 g; 26.3 mmol) was added. The reaction was stirred for 3 h at room temperature, then made acidic with cold 1 N HCl and extracted with EtOAc (3×75 mL). The EtOAc extract was washed with brine, dried with Na2SO4, and concentrated to afford the crude product. Purification by flash chromatography on silica eluting with EtOAc:hexanes (1:1) afforded the sub-title compound (10.5 g; 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127414
Source datasetuspto-grants-2000_10
ORD IDord-17a7b31f36c146a3a93a681869d39f9a
Source noteuspto-grants-2000_10