HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Ethyl (2S,3S)-3-[(alpha-benzylphenethyl)carbamoyl]oxirane-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1,3-Diphenyl-2-aminopropane | HCID 77960 | — |
| Reactant | (2S,3S)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid | HCID 11030109 | — |
| Product | Ethyl (2S,3S)-3-[(alpha-benzylphenethyl)carbamoyl]oxirane-2-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05843992 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-abae2caab4d44791b21baf8403a9f7ce |
| Source note | uspto-grants-1998_12 |