Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 10637600 | HCID 10637600 | — |
| Reactant | HCID 178470718 | HCID 178470718 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178470716 | HCID 178470716 | — |
Reaction Steps
The above 1-((S)-Nω -nitroarginyl)-4-(ethoxycarbonylmethyl)piperidine trifluoroacetate (2.1 g) is suspended in dry CH2Cl2 (50 ml) and stirred at 0° to 5° C. during the addition of triethylamine (1.3 g) to give a solution. To this solution is added dropwise at 0°-5° C. a solution of 3-(α,α-dimethylbenzyl)benzenesulphonyl chloride (1.2 g) in dry CH2Cl2 (5 ml) and the reaction mixture is then stirred at 20° C. for 3 hours. The reaction mixture is then diluted by addition of CH2Cl2 (50 ml), washed with brine (3×150 ml) and the organic layer is dried (MgSO4) and concentrated by evaporation to give a solid residue which is purified by chromatography on silica gel using ethylacetate/methanol (9:1) as eluant. Thus is obtained 1-(Nα -(3-(α,α-dimethylbenzyl)benzenesulphonyl)-(S)-Nω -nitroarginyl)-4-(ethoxycarbonylmethyl)piperidine as a pale yellow oil, Rf (EtOH)=0.21.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05686564 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-404a209ae93f42e2adab977dc618c751 |
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| Source note | uspto-grants-1997_11 |
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