Potassium Carbonate → Di-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylate

HRID 493703Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 493703
[N:1]1([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:6][CH2:5][NH:4][CH:3]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:2]1.[Cl:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][CH:31]=1)[CH:28]=[C:27]([S:32]([CH2:35][CH2:36][C:37](O)=[O:38])(=[O:34])=[O:33])[CH:26]=[CH:25]2.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.C(=O)([O-])[O-].[K+].[K+]>ClCCl.C(N(CC)CC)C>[Cl:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][CH:31]=1)[CH:28]=[C:27]([S:32]([CH2:35][CH2:36][C:37]([N:4]1[CH2:5][CH2:6][N:1]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:2][CH:3]1[C:7]([O:9][C:10]([CH3:12])([CH3:13])[CH3:11])=[O:8])=[O:38])(=[O:33])=[O:34])[CH:26]=[CH:25]2

Komponenten

8

Edukt 5

HCID 11430Potassium CarbonateHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 2756817n-4-Boc-2-piperazinecarboxylic acid tert-butyl esterHCID 111973043-(6-Chloro-2-naphthyl)sulfonylpropionic acid

Produkt 1

HCID 23130894Di-tert-butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)piperazine-1,3-dicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Di-tert-butyl piperazine-1,3-dicarboxylate (Wu, Guosheng, et al., Enantiomer 6, pp. 343-345, (2001): 4.1 g) was dissolved in dichloromethane (50 mL), and triethylamine (4.0 mL) was added thereto. With ice cooling, 3-((6-chloro-2-naphthyl)sulfonyl)propionic acid (4.3 g), HOBt (2.4 g) and WSC (3.0 g) were added thereto, and the mixture was mixed at room temperature for 16 hours. The reaction solution was basified with an aqueous potassium carbonate solution, then extracted with chloroform, and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified with a silica gel column to give the title compound (5.0 g).

Aufarbeitung

  1. additionthe mixture was mixed at room temperature for 16 hours
  2. extractionextracted with chloroform
  3. dry with materialthe extract was dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off
  5. customthe residue was purified with a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-5dce0c01f2eb4185aa74fe7ad76ceea6
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534887B2

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