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

HRID 969797Notes

Reaction equation

HRID 969797 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.Cl.Cl.[F:29][C:30]1[CH:35]=[CH:34][C:33]([NH:36][CH2:37][CH2:38][NH2:39])=[CH:32][CH:31]=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:39][CH2:38][CH2:37][NH:36][C:33]3[CH:34]=[CH:35][C:30]([F:29])=[CH:31][CH:32]=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 21082259n1-(4-Fluoro-phenyl)-ethane-1,2-diamine-2hclHCID 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-26921b348da84b8ca857a2d741395f68
Source dataset
uspto-grants-2007_12
Patent number
US07307095B2

Reaction notes

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