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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 977294Generated: October 25, 2026

Hydrogen Sulfide → 2-Amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acid

https://huagongshe.com/reaction/977294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen SulfideHCID 402—
ReactantEflornithineHCID 3009—
ReactantBenzyl chloroformateHCID 10387—
ReactantOrnithine, 2-(difluoromethyl)-, hydrochloride, hydrate (1:1:1)HCID 441361—
CatalystCopper carbonateHCID 14452—
CatalystCopperHCID 23978—
SolventWaterHCID 962—
Product2-Amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acidHCID 11220798—

Reaction Steps

To a solution of the copper salt of 2-difluoromethyl-2,5-diaminopentanoic acid in water, prepared by reacting 2-difluoromethyl-2,5-diaminopentanoic acid monohydrate hydrochloride (2.4 g) with copper carbonate (6 g), is added slowly at 0° C. with stirring 1.1 g of benzylchloroformate. The reaction mixture is stirred for an additional 3 hours at room temperature after which hydrogen sulfide is passed through the solution until it becomes colorless. The precipitate is filtered off, and the pH of the aqueous solution is adjusted to 6 by the addition of hydrochloric acid. Upon concentration 2-amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acid is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05614557
Source datasetuspto-grants-1997_03
ORD IDord-51e12d4763664a24a9486d952de7c6c2
Source noteuspto-grants-1997_03