Valproic Acid → (R)-N5-[Amino(nitroimino)methyl]-N-[(4-hydroxyphenyl)methyl]-N2-(1-oxo-2-propylpentyl)-ornithinamide

HRID 2393657

Reaktionsgleichung

Reaktionsgleichung von HRID 2393657
[NH2:1][C:2](=[N:20][N+:21]([O-:23])=[O:22])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)=[O:10])[NH2:8].[CH2:24]([CH:27]([CH2:31][CH2:32][CH3:33])[C:28](O)=[O:29])[CH2:25][CH3:26].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>O1CCCC1>[NH2:1][C:2](=[N:20][N+:21]([O-:23])=[O:22])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:9]([NH:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=1)=[O:10])[NH:8][C:28](=[O:29])[CH:27]([CH2:31][CH2:32][CH3:33])[CH2:24][CH2:25][CH3:26]

Komponenten

5

Edukt 3

HCID 3121Valproic AcidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 136381090(R)-N5-[amino(nitroimino)methyl]-N-[(4-hydroxyphenyl)methyl)-ornithinamide

Produkt 1

HCID 136381110(R)-N5-[Amino(nitroimino)methyl]-N-[(4-hydroxyphenyl)methyl]-N2-(1-oxo-2-propylpentyl)-ornithinamideAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Prepared analogously to Example 5d), but using tetrahydrofuran instead of acetonitrile, from (R)-N5 -[amino(nitroimino)methyl]-N-[(4-hydroxyphenyl)methyl]-ornithinamide, 2-propyl-pentanoic acid and TBTU in a yield of 65% of theory. Colourless crystalline substance which was further processed without purification.

Aufarbeitung

  1. customPrepared analogously to Example 5d), but
  2. customColourless crystalline substance which was further processed without purification

Quellen und Nachweise

ORD-Eintrag
ord-129d91956d3945fd83f470da2a7fe7d5
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05807875

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