Methyl L-phenylalaninate hydrochloride → HCID 53816216, Verbindung

HRID 1822605Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1822605
[Cl:1][CH:2]1[C:10](Cl)([OH:11])[CH:9]=[CH:8][C:4]([C:5]([OH:7])=O)=[C:3]1[OH:13].[ClH:14].[CH3:15][O:16][C:17](=[O:27])[C@H:18]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[NH2:19].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.C(N(CC)CC)C>[CH3:15][O:16][C:17](=[O:27])[C@H:18]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[NH:19][C:5](=[O:7])[C:4]1[CH:8]=[C:9]([Cl:14])[C:10]([OH:11])=[C:2]([Cl:1])[C:3]=1[OH:13]

Komponenten

7

Edukt 4

HCID 75736Methyl L-phenylalaninate hydrochlorideHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 69621019HCID 69621019, Verbindung

Produkt 1

HCID 53816216HCID 53816216, VerbindungAusbeute 63,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a solution of 3,4-dichloro-2,4-dihydroxybenzoic acid (17 g), L-phenylalanine methyl ester hydrochloride (19.8 g), WSC.HCl (17.6 g) and HOBT (12.4 g) in DMF (70 ml) was added dropwise triethylamine (12.8 ml) at room temperature, and the mixture was stirred for 16 hours. Then, the mixture was post-treated in the same manner as in the above Example 1, (Step 5) to give the title compound (18.32 g, yield 57%).

Aufarbeitung

  1. additionThen, the mixture was post-treated in the same manner as in the above Example 1, (Step 5)

Quellen und Nachweise

ORD-Eintrag
ord-a7e1308cf54448cca57929d0b63ed123
Quelldatensatz
uspto-grants-2006_05
Patentnummer
USRE039088E1

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