Methyl L-phenylalaninate hydrochloride → HCID 53816216, Verbindung

HRID 2229815Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2229815
[Cl:1][C:2]1[C:3]([OH:13])=[C:4]([CH:8]=[C:9]([Cl:12])[C:10]=1[OH:11])[C:5]([OH:7])=O.Cl.[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:12])[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 3042133beta-Resorcylic acid, 3,5-dichloro-

Produkt 1

HCID 53816216HCID 53816216, VerbindungAusbeute 62,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a solution of 3,5-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-80de33137abe486b93570a4ef239340a
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06420561B1

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