Dicyclohexylcarbodiimide → N-[(Phenylmethoxy)carbonyl]-L-leucine 2,5-dioxo-1-pyrrolidinyl ester

HRID 1700079Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1700079
[NH:1]([C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])[C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].O[N:21]1[C:25](=[O:26])[CH2:24][CH2:23][C:22]1=[O:27].C1CCC(N=C=NC2CCCCC2)CC1>O1CCOCC1>[NH:1]([C:10]([O:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:11])[C@H:2]([C:7]([O:9][N:21]1[C:25](=[O:26])[CH2:24][CH2:23][C:22]1=[O:27])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 74840Leucine, N-carboxy-, N-benzyl ester, L-HCID 80170N-Hydroxysuccinimide

Produkt 1

HCID 11089751N-[(Phenylmethoxy)carbonyl]-L-leucine 2,5-dioxo-1-pyrrolidinyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Z-Leu-OH (15.92 g) and N-hydroxysuccinimide (6.9 g) were dissolved in dioxane and cooled to 0° C. To the cooled solution, DCC was added and stirred at 0° C. for 0.5 h, then room temp overnight. After filtering off the byproduct urea, the filtrate was concentrated to give crude Z-Leu-OSu as an oil.

Aufarbeitung

  1. customroom temp overnight
  2. filtrationAfter filtering off the byproduct urea
  3. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-1adfcd0ac5ff4986b356e0f25a2c428b
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06350573B1

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