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Triethylamine → Nepsilon-(z-15-tetracosenoyl)-L-lysine

HRID 968091
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 968091
Cl.[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].C(N(CC)CC)C.[C:19](ON1C(=O)CCC1=O)(=[O:43])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]/[CH:33]=[CH:34]\[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42].O.CC(C)=O.C(N(CC)CC)C>O.CC(C)=O>[C:19]([NH:8][CH2:7][CH2:6][CH2:5][CH2:4][C@@H:3]([C:9]([OH:11])=[O:10])[NH2:2])(=[O:43])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]/[CH:33]=[CH:34]\[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 69568L-Lysine monohydrochlorideHCID 45040426HCID 45040426, VerbindungHCID 86595252Water acetone triethylamine

Produkt 1

HCID 86595251Nepsilon-(z-15-tetracosenoyl)-L-lysine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 18366337
Propan-2-one--water (1/1)
Lösungsmittel

Versuchsvorschrift

To a vigorously-stirred solution of L-lysine monohydrochloride (13 mmol, 2.4 g, commercially available) and triethylamine (39 mmol, 3.9 g) in 50 mL of water-acetone (1:1), was added succinimidyl nervonate (13 mmol, 6.0 g, prepared as in Example 1A) in portions during 0.5 h. During the addition, more water-acetone-triethylamine (10:10:2) was added in order to prevent the product from precipitating as a thick voluminous mass. Stirring was continued for an additional hour. The mixture was then acidified with hydrochloric acid in water (1:1, v/v) to pH 4 and chilled. The light foamy product was separated by filtration and washed with water and hot dioxane to yield the title compound.

Aufarbeitung

  1. additionwas added in order
  2. customfrom precipitating as a thick voluminous mass
  3. waitwas continued for an additional hour
  4. temperaturev/v) to pH 4 and chilled
  5. customThe light foamy product was separated by filtration
  6. washwashed with water and hot dioxane

Quellen und Nachweise

ORD-Eintrag
ord-fb340162a160414eb11a095486a7e12a
Quelldatensatz
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06956059B2

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