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Methanesulfonic Acid → HCID 178463685, Verbindung

HRID 529431
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 529431
[N:1]1([C:18]([O:20]C(C)(C)C)=O)[CH2:17][CH2:16][CH2:15][C@H:2]1[C:3]([N:5]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][CH3:7])=[O:4].[NH:25]([C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])[C@H:26](C(O)=O)[CH2:27][CH2:28][CH2:29][NH:30][C:31](=[NH:43])[NH:32][S:33]([C:36]1[CH:42]=[CH:41][C:39]([CH3:40])=[CH:38][CH:37]=1)(=[O:35])=[O:34].CS(O)(=O)=O.C(=O)([O-])[O-].[Na+].[Na+]>ClC1C=CC=CC=1>[NH:25]([C:47]([O:49][C:50]([CH3:53])([CH3:52])[CH3:51])=[O:48])[C@H:26]([C:18]([N:1]1[CH2:17][CH2:16][CH2:15][C@H:2]1[C:3]([N:5]([CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH2:6][CH3:7])=[O:4])=[O:20])[CH2:27][CH2:28][CH2:29][NH:30][C:31](=[NH:43])[NH:32][S:33]([C:36]1[CH:42]=[CH:41][C:39]([CH3:40])=[CH:38][CH:37]=1)(=[O:35])=[O:34]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6395Methanesulfonic AcidHCID 10340Sodium CarbonateHCID 83767L-Ornithine, N2-[(1,1-dimethylethoxy)carbonyl]-N5-[imino[[(4-methylphenyl)sulfonyl]amino]methyl]-HCID 110677859Boc-Pro-NEtBn

Produkt 1

HCID 178463685HCID 178463685, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

Boc-Arg(Ts)-Pro-NEtBn was prepared by a similar procedure to Example 1 from Boc-Pro-NEtBn and Boc-Arg(Ts). To the solution composed of the compound (1.00 g), chlorobenzene (5.8 ml) and DBF (1.5 ml), methanesulfonic acid (1.41 g, 9.8 equivalents) was added at room temperature, and the resulting mixture was stirred at room temperature for 24 hours, thereby the Boc group was removed (reaction conversion ratio: 100.0%). After the reaction, 10% aqueous sodium carbonate solution (12 ml) was added thereto, and the resulting mixture was stirred for 15 minutes for neutralization. Then, the aqueous layer was separated off, thereby a solution containing Arg(Ts)-Pro-NEtBn (8.58 g) was obtained.

Aufarbeitung

  1. additionwas added at room temperature
  2. customthe Boc group was removed
  3. custom(reaction conversion ratio: 100.0%)
  4. additionwas added
  5. stirringthe resulting mixture was stirred for 15 minutes for neutralization
  6. customThen, the aqueous layer was separated off
  7. additiona solution containing Arg(Ts)-Pro-NEtBn (8.58 g)
  8. customwas obtained

Quellen und Nachweise

ORD-Eintrag
ord-18bad930b030448ab38298c2d737e1d2
Quelldatensatz
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09346850B2

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