N-(4-methoxybenzoyl)-L-valyl-L-proline → (S)-1-[(S)-2-(4-methoxybenzamido)-3-methylbutyryl]-N-[2-methyl-1-(2,2,2-trifluoro 1-hydroxyethyl)propyl]pyrrolidine-2-carboxamide

HRID 1598884Notes

Reaction equation

HRID 1598884 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([C:7]([NH:9][C@H:10]([C:14]([N:16]2[CH2:23][CH2:22][CH2:21][C@H:17]2[C:18](O)=[O:19])=[O:15])[CH:11]([CH3:13])[CH3:12])=[O:8])=[CH:5][CH:4]=1.[NH2:26][CH:27]([CH:34]([CH3:36])[CH3:35])[CH:28]([OH:33])[C:29]([F:32])([F:31])[F:30]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C@@H:10]([CH:11]([CH3:12])[CH3:13])[C:14]([N:16]2[CH2:23][CH2:22][CH2:21][C@H:17]2[C:18]([NH:26][CH:27]([CH:28]([OH:33])[C:29]([F:30])([F:31])[F:32])[CH:34]([CH3:35])[CH3:36])=[O:19])=[O:15])=[O:8])=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 10736489N-(4-methoxybenzoyl)-L-valyl-L-prolineHCID 145032463-Amino-1,1,1-trifluoro-4-methylpentan-2-ol

Product 1

HCID 10577353(S)-1-[(S)-2-(4-methoxybenzamido)-3-methylbutyryl]-N-[2-methyl-1-(2,2,2-trifluoro 1-hydroxyethyl)propyl]pyrrolidine-2-carboxamide

Procedure

reaction of N-(4-methoxybenzoyl)-L-valyl-L-proline with 3-amino-4-methyl-1,1,1-trifluoro-2-pentanol to give (S)-1-[(S)-2-(4-methoxybenzamido)-3-methylbutyryl]-N-[2-methyl-1-(2,2,2-trifluoro-1-hydroxyethyl)propyl]pyrrolidine-2-carboxamide; followed by

Sources & evidence

ORD record
ord-07f07f1d19f145b4b4e37044eceba6cf
Source dataset
uspto-grants-1998_04
Patent number
US05739157

Reaction notes

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