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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamineHCID 6612782—
SolventTolueneHCID 1140—
Product4-methyl-N-((1S,2S)-2-(4-(5-methylcyclohexa-1,4-dienyl)buty lamino)-1,2-diphenylethyl)benzenesulfonamideHCID 89954600110.9%

Reaction Conditions

Temperature135 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987492B2
Source datasetuspto-grants-2015_03
ORD IDord-9d73f40b6ed84ee2a8e9a0b1db8c2de4
Source noteuspto-grants-2015_03