HCID 4558726, compound → HCID 131720297, compound

HRID 2293414Notes

Reaction equation

HRID 2293414 reaction equation
[NH:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=O.[CH2:9]([NH:16][C:17](=[O:24])[C@H:18]([C@H:20]([CH2:22][CH3:23])[CH3:21])[NH2:19])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:25]([O:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[C:40](=[O:43])[CH2:41]Br)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[C:25]([O:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[C:40](=[O:43])[CH2:41][N:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([N:16]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:17](=[O:24])[C@H:18]([C@H:20]([CH2:22][CH3:23])[CH3:21])[NH2:19])=[O:5])(=[O:32])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 4558726HCID 4558726, compoundHCID 86751513HCID 86751513, compound

Product 1

HCID 131720297HCID 131720297, compoundYield 34.3%

Procedure

Using the procedure described in Example 5, treatment of L-proline-L-isoleucine benzylamide (200 mg, 0.63 mmol) with 2'-benzoyloxy-2-bromoacetophenone (302 mg, 0.95 mmol, 1.5 eq) provided 120 mg of L-isoleucine, N-[1-(2-(2-benzoyloxyphenyl)-2-oxoethyl)-L-prolyl] benzylamide as a foam.

Sources & evidence

ORD record
ord-246071c136de48d3a5361aa83f9cb497
Source dataset
uspto-grants-1997_11
Patent number
US05686424

Reaction notes

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