HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878932Generated: October 27, 2026
Diisopropylethylamine → 4-methyl-N-((1S,2S)-2-(4-(5-methylcyclohexa-1,4-dienyl)buty lamino)-1,2-diphenylethyl)benzenesulfonamide
https://huagongshe.com/reaction/878932
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine | HCID 6612782 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-methyl-N-((1S,2S)-2-(4-(5-methylcyclohexa-1,4-dienyl)buty lamino)-1,2-diphenylethyl)benzenesulfonamide | HCID 89954600 | 110.9% |
Reaction Steps
The tosylates (10.45 g, 32.61 mmol, isomer ratio: 1,4 type/1,5 type=77/23) obtained in Example 2 were dissolved in 40 ml of toluene, and DIPEA (4.79 g, 32.61 mmol) and (S,S)-TsDPEN (11.95 g, 32.61 mmol) were added thereto, followed by stirring at 135° C. for 14 hours. After that, the solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1). Thus, 9.31 g of the title compounds were obtained as a yellow oily substance. Yield: 55.5% (isomer ratio: 1,4 type/1,5 type=77/23). Note that the following NMR spectrum data are those of the isomer mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987492B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-9d73f40b6ed84ee2a8e9a0b1db8c2de4 |
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| Source note | uspto-grants-2015_03 |
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