Boc-D-Tyr(Bzl)-Oh → Boc-(D)-Tyr-Pro p-cyanobenzylamide

HRID 1282278

Reaktionsgleichung

Reaktionsgleichung von HRID 1282278
N(C(OC(C)(C)C)=O)[C@@H](C(O)=O)CC1C=CC(OCC2C=CC=CC=2)=CC=1.[NH:28]([C:55]([O:57][C:58]([CH3:61])([CH3:60])[CH3:59])=[O:56])[C@@H:29]([C:45]([N:47]1[CH2:54][CH2:53][CH2:52][C@H:48]1[C:49]([OH:51])=[O:50])=[O:46])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37]CC2C=CC=CC=2)=[CH:33][CH:32]=1.[C:62]([C:64]1[CH:71]=[CH:70][C:67]([CH2:68][NH-:69])=[CH:66][CH:65]=1)#[N:63]>CO.[Pd]>[NH:28]([C:55]([O:57][C:58]([CH3:61])([CH3:60])[CH3:59])=[O:56])[C@@H:29]([C:45]([N:47]1[CH2:54][CH2:53][CH2:52][C@H:48]1[C:49]([OH:51])=[O:50])=[O:46])[CH2:30][C:31]1[CH:32]=[CH:33][C:34]([OH:37])=[CH:35][CH:36]=1.[C:62]([C:64]1[CH:71]=[CH:70][C:67]([CH2:68][NH-:69])=[CH:66][CH:65]=1)#[N:63]

Komponenten

5

Edukt 2

HCID 6992575Boc-D-Tyr(Bzl)-OhHCID 131723502Boc-(D)-Tyr(Bzl)-Pro p-cyanobenzylamide

Produkt 1

HCID 131723501Boc-(D)-Tyr-Pro p-cyanobenzylamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 23938PalladiumLösungsmittel

Versuchsvorschrift

12.5 g of Boc-(D)-Tyr(Bzl)OH were converted as in Example 3 into 18.9 g of Boc-(D)-Tyr(Bzl)-Pro-p-cyanobenzylamide, dissolved in 780 ml of MeOH and hydrogenated with Pd/C at room temperature. After 6 h, the catalyst was filtered off and the solvent was stripped off. Boc-(D)-Tyr-Pro-p-cyanobenzylamide was obtained in quantitative yield.

Aufarbeitung

  1. filtrationthe catalyst was filtered off

Quellen und Nachweise

ORD-Eintrag
ord-07ed3033b6b14ef797fc17a296793ec0
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06455671B1

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