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

1-Hydroxybenzotriazole → HCID 86714409, Verbindung

HRID 1750196
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1750196
[CH2:1]([CH:3]([NH:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][C:8]=1[N+:16]([O-:18])=[O:17])[CH2:4][CH3:5])[CH3:2].C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.Cl.[C:39]([O:43][C:44](=[O:51])[C@H:45]([CH2:47][CH:48]([CH3:50])[CH3:49])[NH2:46])([CH3:42])([CH3:41])[CH3:40]>CN(C=O)C.C(Cl)CCl>[C:39]([O:43][C:44](=[O:51])[C@@H:45]([NH:46][C:11](=[O:13])[C:10]1[CH:14]=[CH:15][C:7]([NH:6][CH:3]([CH2:1][CH3:2])[CH2:4][CH3:5])=[C:8]([N+:16]([O-:18])=[O:17])[CH:9]=1)[CH2:47][CH:48]([CH3:49])[CH3:50])([CH3:41])([CH3:40])[CH3:42]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 81531Diisopropylethylamine2×HCID 115143484-[(1-Ethylpropyl)amino]-3-nitrobenzoic acidHCID 12451443tert-butyl (2S)-2-amino-4-methylpentanoate hydrochloride

Produkt 1

HCID 86714409HCID 86714409, VerbindungAusbeute 101,2 %

Reagenzien, Katalysatoren, Lösungsmittel

2
HCID 111,2-DichloroethaneLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 6.80 g of 4-(1-ethyl-propylamino)-3-nitro-benzoic acid in 210 ml of dry DMF 1.82 g of HOBT, 7.23 g of EDC and 6.6 ml of DIPEA were added at 0° C. After 30 min 7.24 g of L-leucin-tert.-butylester-hydrochloride and 4.7 ml of DIPEA were added and the reaction was stirred at rt for 4 h. The reaction was then concentrated to about a fifth of its volume and poured into water. It was then extracted with ethyl acetate three times. The combined organic phases were washed with saturated aqueous sodium carbonate solution and brine, dried over magnesium sulphate and concentrated to yield 11.50 g (100%) of (S)-2-[4-(1-ethyl-propylamino)-3-nitro-benzoylamino]-4-methyl-pentanoic acid tert-butyl ester.

Aufarbeitung

  1. concentrationThe reaction was then concentrated to about a fifth of its volume
  2. additionpoured into water
  3. extractionIt was then extracted with ethyl acetate three times
  4. washThe combined organic phases were washed with saturated aqueous sodium carbonate solution and brine
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-97277e8536144bbc81652ed0eafd645d
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09156796B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion