2,6-Dichlorobenzoyl chloride → 3-Methylphenylalanine

HRID 1976977Notes

Reaction equation

HRID 1976977 reaction equation
C[O:2][C:3](=[O:23])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[NH:5]C(C1C(C)=CC=CC=1Cl)=O.Cl[C:25]1C=CC=C(Cl)C=1C(Cl)=O>>[CH3:25][C:21]1[CH:22]=[C:17]([CH:18]=[CH:19][CH:20]=1)[CH2:16][C@@H:4]([C:3]([OH:2])=[O:23])[NH2:5]

Participants

3

Reactant 2

HCID 783922,6-Dichlorobenzoyl chlorideHCID 54163741HCID 54163741, compound

Product 1

HCID 27614943-Methylphenylalanine

Procedure

N-[1-(2-chloro-6-methylphenyl)carbonyl]-4-[[2,6-dichlorophenyl)carbonyl]amino]-3-methyl-L-phenylalanine was prepared from 4-amino-3-methyl-N-[[(2-chloro-6-methylphenyl)carbonyl]-L-phenylalanine methyl ester (87.4 mg, 0.22 mmol) and 2,6-dichlorobenzoyl chloride using the procedures described in examples 1 and 120 to give 56 mg of a white powder. HR MS (C25H21N2O4Cl3): Obs. Mass 519.0656. Calcd. Mass 519.0645 (M+H).

Sources & evidence

ORD record
ord-2c1d40caad4242b5a779031d812c65e6
Source dataset
uspto-grants-2001_05
Patent number
US06229011B1

Reaction notes

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