4-(tert-Butoxycarbonyl)-2-chlorobenzoic acid → N-[2-chloro-4-(tert-butoxycarbonyl)benzoyl]-4-(2-methoxyphenyl)-L-phenylalanine methyl ester

HRID 24668Notes

Reaction equation

HRID 24668 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:18][O:19][C:20](=[O:38])[C@H:21]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[O:36][CH3:37])=[CH:26][CH:25]=1)[NH2:22]>>[CH3:18][O:19][C:20](=[O:38])[C@H:21]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[O:36][CH3:37])=[CH:26][CH:25]=1)[NH:22][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:10][C:2]=1[Cl:1]

Participants

3

Reactant 2

HCID 225718494-(tert-Butoxycarbonyl)-2-chlorobenzoic acidHCID 540572574-(2-methoxyphenyl)-L-phenylalanine methyl ester

Product 1

HCID 53704971N-[2-chloro-4-(tert-butoxycarbonyl)benzoyl]-4-(2-methoxyphenyl)-L-phenylalanine methyl ester

Procedure

2-Chloro-4-(tert-butoxycarbonyl)benzoic acid was coupled with 4-(2-methoxyphenyl)-L-phenylalanine methyl ester (free amine from Example 1-3)) using a similar procedure as described in Example 2-1) to give N-[2-chloro-4-(tert-butoxycarbonyl)benzoyl]-4-(2-methoxyphenyl)-L-phenylalanine methyl ester (0.332 g).

Sources & evidence

ORD record
ord-9833e64ecf484b28b21b8d7170bbc501
Source dataset
uspto-grants-2005_02
Patent number
US06855843B2

Reaction notes

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