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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1078619Generated: October 30, 2026

Water → HCID 53692132, compound

https://huagongshe.com/reaction/1078619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantN-benzyloxycarbonyl-4-methoxycarbonyl-L-phenylalanineHCID 10784543—
ReactantHCID 70048775HCID 70048775—
SolventDichloromethaneHCID 6344—
ProductHCID 53692132HCID 5369213261.4%

Reaction Steps

In 7.6 ml of methylene chloride were dissolved 0.76 g of (S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid t butyl ester oxalic acid salt and 0.47 g of N-benzyloxycarbonyl-4-methoxycarbonyl-L-phenylalanine. To the solution was added gradually, while cooling with water, 0.44 g of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide, over 5 minutes. The mixture was stirred for one hour at room temperature, then methylene chloride was distilled off under reduced pressure. The residue was dissolved in ethyl acetate. The solution was washed with a 5% aqueous solution of potassium hydrogensulfate and a saturated aqueous solution of hydrogencarbonate. The organic layer was dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The residue was purified by means of a silica gel chromatography (hexane/ethyl acetate=l/2) to give 0.46 g (51.1%) of the title compound as a colorless oily product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05550131
Source datasetuspto-grants-1996_08
ORD IDord-ba1ca03f12df44af8180467148738fa9
Source noteuspto-grants-1996_08