3-Cyclohexyl-L-alanine → methyl 2-{[(1S)-2-cyclohexyl-1-({2-[(4-fluorophenyl)amino]ethyl}carbamoyl)ethyl]amino}-1,3-benzoxazole-6-carboxylate

HRID 347284Notes

Reaction equation

HRID 347284 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]2[N:9]=[C:10](Cl)[O:11][C:7]=2[CH:6]=1)=[O:4].[CH2:15]1[CH2:20][CH2:19][CH:18]([CH2:21][C@H:22]([NH2:26])[C:23]([OH:25])=O)[CH2:17][CH2:16]1.[F:27][C:28]1[CH:33]=[CH:32][C:31]([NH:34][CH2:35][CH2:36][NH2:37])=[CH:30][CH:29]=1>>[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]2[N:9]=[C:10]([NH:26][C@H:22]([C:23](=[O:25])[NH:37][CH2:36][CH2:35][NH:34][C:31]3[CH:32]=[CH:33][C:28]([F:27])=[CH:29][CH:30]=3)[CH2:21][CH:18]3[CH2:17][CH2:16][CH2:15][CH2:20][CH2:19]3)[O:11][C:7]=2[CH:6]=1)=[O:4]

Participants

4

Reactant 3

HCID 7124213-Cyclohexyl-L-alanineHCID 3016534N-(4-Fluorophenyl)ethylenediamineHCID 58433755Methyl 2-chloro-1,3-benzoxazole-6-carboxylate

Product 1

HCID 11397519methyl 2-{[(1S)-2-cyclohexyl-1-({2-[(4-fluorophenyl)amino]ethyl}carbamoyl)ethyl]amino}-1,3-benzoxazole-6-carboxylate

Procedure

The title compound was prepared from 2-Chloro-benzooxazole-6-carboxylic acid methyl ester, L-cyclohexylalanine and N1-(4-fluoro-phenyl)-ethane-1,2-diamine.2HCl using the procedure analogous to that described in example 2. HPLC-MS calcd. for C26H31FN4O4 (M+H+)483.23. found 483.5.

Sources & evidence

ORD record
ord-0f4d58bb380041859f3679f138f56c41
Source dataset
uspto-grants-2007_02
Patent number
US07173051B2

Reaction notes

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