Imidazole-1-acetic acid → HCID 86756933, compound

HRID 1979231Notes

Reaction equation

HRID 1979231 reaction equation
[CH2:1]([O:8][NH:9][C:10]([C@H:12]([C@@H:22]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:23]([NH:25][NH:26][CH2:27][C@@H:28]([CH3:31])[CH2:29][CH3:30])=[O:24])[CH2:13]/[CH:14]=[CH:15]/[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:36]1([CH2:41][C:42](O)=[O:43])[CH:40]=[CH:39][N:38]=[CH:37]1>>[CH2:1]([O:8][NH:9][C:10]([C@H:12]([C@@H:22]([CH2:32][CH:33]([CH3:34])[CH3:35])[C:23]([NH:25][N:26]([C:42](=[O:43])[CH2:41][N:36]1[CH:40]=[CH:39][N:38]=[CH:37]1)[CH2:27][C@@H:28]([CH3:31])[CH2:29][CH3:30])=[O:24])[CH2:13]/[CH:14]=[CH:15]/[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 656129Imidazole-1-acetic acidHCID 86756934HCID 86756934, compound

Product 1

HCID 86756933HCID 86756933, compound

Procedure

In a manner analogous to that described in Example 8 from (E)-2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenyl-3-butenyl]-4-methyl-2′-(2(S)-methylbutyl)valerohydrazide and using imidazole-1-acetic acid in place of N-tert-butoxycarbonyl-β-alanine in Example 8 there was obtained (E)-2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenyl-3-butenyl]-2′-[2-(1H-imidazol-1-yl)acetyl]-4-methyl-2′-(2(S)-methylbutyl)valerohydrazide in the form of a gum.

Sources & evidence

ORD record
ord-cbc3bebe76bc4dfe9572fbb3544218b4
Source dataset
uspto-grants-2001_05
Patent number
US06239151B1

Reaction notes

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