3'-Hydroxyphenylacetic acid → 3-Methylphenylalanine

HRID 1976975Notes

Reaction equation

HRID 1976975 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.O[C:25]1C=C(CC(O)=O)C=CC=1>>[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 121223'-Hydroxyphenylacetic acidHCID 54163741HCID 54163741, compound

Product 1

HCID 27614943-Methylphenylalanine

Procedure

N-[1-(2-Chloro-6-methylphenyl)carbonyl]-4-[[2-(3-hydroxphenyl))-1-oxoethyl]amino]-3-methyl-L-phenylalanine was prepared using the general procedure described in example 120 from 4-amino-3-methyl-N-[[(2-chloro-6-methylphenyl)carbonyl]-L-phenylalanine methyl ester (79.5 mg) and 2-(3-hydroxyphenyl)acetic acid (30 mg 0.2 mmol) to give 23 mg of a colorless glass. HR MS (C26H25N2O5Cl): Obs. Mass 481.1527. Calcd. Mass 481.1530 (M+H).

Sources & evidence

ORD record
ord-d759a72c1a14434fba1cda220e4b38a6
Source dataset
uspto-grants-2001_05
Patent number
US06229011B1

Reaction notes

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