Methyl L-phenylalaninate hydrochloride → HCID 54166702, compound

HRID 2254293Notes

Reaction equation

Cl.C[O:3][C:4](=[O:14])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6].[CH2:15]([C:19]1[N:20]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:36])[C:21]([CH2:25][C:26](O)=[O:27])=[C:22]([F:24])[N:23]=1)[CH2:16][CH2:17][CH3:18].ClC1C=CC=CC=1CN1C(C(O)=O)=CN=C1SCCC>>[CH2:15]([C:19]1[N:20]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:36])[C:21]([CH2:25][C:26]([NH:6][C@H:5]([C:4]([OH:3])=[O:14])[CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:27])=[C:22]([F:24])[N:23]=1)[CH2:16][CH2:17][CH3:18]

Participants

Reactant 3

HCID 75736Methyl L-phenylalaninate hydrochloride

HCID 15280944HCID 15280944, compound

HCID 57069187HCID 57069187, compound

Product 1

HCID 54166702HCID 54166702, compound

Procedure

The title compound is prepared following the procedure of Example 1-(iii-iv) using phenylalanine methyl ester hydrochloride in place of glycine methyl ester hydrochloride and using 2-[n-butyl-1-(2-chlorophenyl)methyl-4-fluoro-1H-imidazol-5-yl]acetic acid (prepared as in U.S. Pat. No. 4,340,598) in place of 1-(2-chlorophenyl)methyl-2-propylthio-1H-imidazole-5 carboxylic acid.

Workup

customprepared as in U.S

Sources & evidence

ORD record: ord-5b5c0de0ab44415fb24520915e0080a9
Source dataset: uspto-grants-1993_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05234917

Reaction notes

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