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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456614Generated: October 26, 2026

Dicyclohexylcarbodiimide → Ethyl (2S,3S)-3-[(alpha-benzylphenethyl)carbamoyl]oxirane-2-carboxylate

https://huagongshe.com/reaction/1456614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1,3-Diphenyl-2-aminopropaneHCID 77960—
Reactant(2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acidHCID 11030109—
ProductEthyl (2S,3S)-3-[(alpha-benzylphenethyl)carbamoyl]oxirane-2-carboxylateHCID 86753400—

Reaction Steps

The reactions and treatments of Example 1 were repeated using (2S,3S)-3-ethoxycarbonyloxirane-2-carboxylic acid (1.01 g, 6.31 mmol.), N-hydroxysuccimide (726 mg, 6.31 mmol.), N,N'-dicyclohexylcarbodiimide (1.30 g, 6.31 mmol.), and α-benzylphenethylamine (1.43 g, 6.31 mmol.). Thus prepared product was purified by silica gel column chromatography (chloroform/methanol=50/1) to give the desired compound as a pale yellow oil (2.22 g, yield: quantitatively).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05843992
Source datasetuspto-grants-1998_12
ORD IDord-abae2caab4d44791b21baf8403a9f7ce
Source noteuspto-grants-1998_12