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Water → N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-phenoxycarbonyl-L-valinamide

HRID 2394325
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2394325
CN1[CH2:7][CH2:6][O:5][CH2:4]C1.[C:8]([C:10]1[CH:27]=[CH:26][C:13]([O:14][CH2:15][CH:16]([NH:18][C:19](=[O:25])[C@H:20]([CH:22]([CH3:24])[CH3:23])[NH2:21])[CH3:17])=[CH:12][CH:11]=1)#[N:9].ClC(S[C:32]1C=C[CH:35]=[CH:34][CH:33]=1)=S.[OH2:38]>C(Cl)Cl>[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:14][CH2:15][CH:16]([NH:18][C:19](=[O:25])[C@H:20]([CH:22]([CH3:23])[CH3:24])[NH:21][C:4]([O:5][C:6]2[CH:7]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:38])[CH3:17])=[CH:26][CH:27]=1)#[N:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 592675Phenyl ChlorodithioformateHCID 22866848N1-[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide

Produkt 1

HCID 53713420N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-phenoxycarbonyl-L-valinamideAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

0.5 g of N-methylmorpholine was added to a suspension containing 1.4 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide suspended in 40 ml of methylene chloride, at -15° C. After 0.9 g of phenyl chlorodithioformate was added to the mixture at -15° C., the reaction mixture was allowed to sit and warm naturally to room temperature while being stirred, and subsequently the whole mixture was stirred for 15 hours at room temperature. Water was subsequently added to the reaction mixture. After the methylene chloride layer was washed with water, the organic layer was dried over anhydrous magnesium sulfate and the methylene chloride was removed under reduced pressure. The residue was purified by column chromatography on silica gel, thus yielding 1.4 g of the desired product in the form of a yellow glutinous substance (yield: 66%).

Aufarbeitung

  1. stirringsubsequently the whole mixture was stirred for 15 hours at room temperature
  2. washAfter the methylene chloride layer was washed with water
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. customthe methylene chloride was removed under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-b83c5895d90b4eeeb48f095caf1ac85b
Quelldatensatz
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05811424

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