StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Triethylamine → HCID 11340682, Verbindung

HRID 1580868
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1580868
Cl.[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6].[CH3:15][C:16]([O:19][C:20]([CH2:22][C@H:23]([NH:36][C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38])[C:24](OC1C=CC([N+]([O-])=O)=CC=1)=[O:25])=[O:21])([CH3:18])[CH3:17].C(N(CC)CC)C.C(OCC)(=O)C>CN(C)C=O>[NH:36]([C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38])[C@H:23]([C:24]([NH:6][C@H:5]([C:4]([O:3][CH3:2])=[O:14])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:25])[CH2:22][C:20](=[O:21])[O:19][C:16]([CH3:15])([CH3:18])[CH3:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 75736Methyl L-phenylalaninate hydrochlorideHCID 15679331(S)-4-tert-Butyl 1-(4-nitrophenyl) 2-(((benzyloxy)carbonyl)amino)succinate

Produkt 1

HCID 11340682HCID 11340682, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Versuchsvorschrift

3.0 g of phenylalanine methyl ester hydrochloride together with 6.17 g of Z-Asp(OtBu)-ONP are dissolved in 25 ml of absolute N,N-dimethylformamide to give a clear solution and are mixed with 1.93 ml of triethylamine whilst stirring. The deep yellow solution is stirred overnight at room temperature, is then taken up in a large amount of ethyl acetate, and is washed 3 times with dilute aqueous citric acid solution, 5 times with dilute aqueous soda solution and finally with saturated aqueous sodium chloride solution until the wash liquid remains neutral. After drying over sodium sulphate the solution is evaporated and the resulting oil, which is soluble in ether and in chloroform, is purified by column chromatography on silica gel (the substance is eluted with toluene and toluene/ether, 4 : 1); a colourless oily product is obtained.

Aufarbeitung

  1. customto give a clear solution
  2. stirringThe deep yellow solution is stirred overnight at room temperature
  3. washis washed 3 times with dilute aqueous citric acid solution, 5 times with dilute aqueous soda solution
  4. dry with materialAfter drying over sodium sulphate the solution
  5. customis evaporated
  6. customis purified by column chromatography on silica gel (the substance
  7. washis eluted with toluene and toluene/ether, 4 : 1)
  8. customa colourless oily product is obtained

Quellen und Nachweise

ORD-Eintrag
ord-3fa4a72b1cf24920a8b06b3cbcee0cf4
Quelldatensatz
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03934008

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion