Methyl L-phenylalaninate hydrochloride → HCID 86756228, Verbindung

HRID 566414Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 566414
[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=N[CH2:33][CH2:34][CH2:35][N:36]([CH3:38])C.Cl.[CH:40]1C=CC2N(O)N=NC=2C=1>CN(C=O)C.C(N(CC)CC)C>[ClH:1].[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]([O:11][CH2:40][CH2:33][CH2:34][CH2:35][NH:36][CH3:38])=[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 86756228HCID 86756228, VerbindungAusbeute 95 %

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-085fae59107b4fb8a96c6fe0afb59b3b
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06174887B1

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