Sodium Hydroxide → HCID 54048888, Verbindung

HRID 372776Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 372776
C([O:8][C:9](=[O:57])[C@H:10]([CH2:53][CH2:54][S:55][CH3:56])[NH:11][C:12](=[O:52])[C@H:13]([CH2:42][C:43]1[C:51]2[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=2)[NH:45][CH:44]=1)[NH:14][C:15](=[O:41])[CH2:16][NH:17][C:18](=[O:40])[CH2:19][NH:20][C:21](=[O:39])[C@H:22]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1)[NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])C1C=CC=CC=1.[OH-].[Na+]>CO>[C:27]([O:26][C:24]([NH:23][C@H:22]([C:21]([NH:20][CH2:19][C:18]([NH:17][CH2:16][C:15]([NH:14][C@H:13]([C:12]([NH:11][C@H:10]([C:9]([OH:57])=[O:8])[CH2:53][CH2:54][S:55][CH3:56])=[O:52])[CH2:42][C:43]1[C:51]2[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=2)[NH:45][CH:44]=1)=[O:41])=[O:40])=[O:39])[CH2:31][C:32]1[CH:33]=[CH:34][C:35]([OH:38])=[CH:36][CH:37]=1)=[O:25])([CH3:30])([CH3:28])[CH3:29]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 54293522HCID 54293522, Verbindung

Produkt 1

HCID 54048888HCID 54048888, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

21.1 Parts N-t-butoxycarbonyl-L-tyrosylglycylglycyl-L-tryptophyl-L-methionine benzyl ester is dissolved in 70 parts methanol and the solution cooled to 10° C. Then, 90 parts by volume of 1 N sodium hydroxide solution is added dropwise with stirring while maintaining the temperature below 20° C. After standing at room temperature for 1 hour, the methanol is removed by evaporation under reduced pressure. The solution is washed once with ethyl ether to remove benzyl alcohol and the aqueous layer acidified with 90 parts by volume 1 N hydrochloric acid. The solid which results is filtered and washed with water to afford N-t-butoxycarbonyl-L-tyrosylglycylglycyl-L-tryptophyl-L-methionine.

Aufarbeitung

  1. temperaturewhile maintaining the temperature below 20° C
  2. customthe methanol is removed by evaporation under reduced pressure
  3. washThe solution is washed once with ethyl ether
  4. customto remove benzyl alcohol
  5. customThe solid which results
  6. filtrationis filtered
  7. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-c362007cee2146d6aeb8de4b239eb2e1
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04092304

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