Triethylamine → Cis(+/-)2-[4-(dibenzylamino)-3-methoxypiperidin-1-yl]ethyl methanesulfonate

HRID 255335Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 255335
[CH2:1]([N:8]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C@H:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][OH:17])[CH2:11][C@H:10]1[O:18][CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:27][S:28](Cl)(=[O:30])=[O:29].C(N(CC)CC)C.CS(OCCN1CCC(NC(OC(C)(C)C)=O)CC1)(=O)=O>>[CH3:27][S:28]([O:17][CH2:16][CH2:15][N:12]1[CH2:13][CH2:14][C@H:9]([N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C@H:10]([O:18][CH3:19])[CH2:11]1)(=[O:30])=[O:29]

Komponenten

5

Edukt 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 568344782-(4-((Tert-butoxycarbonyl)amino)piperidin-1-yl)ethyl methanesulfonateHCID 602017752-[(3R,4S)-4-(Dibenzylamino)-3-methoxypiperidin-1-yl]ethanol2×

Produkt 1

HCID 86642652Cis(+/-)2-[4-(dibenzylamino)-3-methoxypiperidin-1-yl]ethyl methanesulfonate

Versuchsvorschrift

Cis(±)2-[4-(dibenzylamino)-3-methoxypiperidin-1-yl]ethanol (Intermediate 170, 740 mg, 2.1 mmol) was reacted with methanesulfonyl chloride (0.20 mL, 2.5 mmol) in the presence of triethylamine (0.41 mL, 2.9 mmol) as described for Intermediate 6. The crude product was presumed to be unstable and was used without further purification directly for the next step.

Aufarbeitung

  1. customwas used without further purification directly for the next step

Quellen und Nachweise

ORD-Eintrag
ord-468b698ae07d44469d91b90c7f81bb0b
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875715B2

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