3-Phenoxybenzoic acid → HCID 131720298, compound

HRID 2293415Notes

Reaction equation

HRID 2293415 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.[O:25]([C:32]1[CH:33]=[C:34]([C:38](=[O:41])[CH2:39]Cl)[CH:35]=[CH:36][CH:37]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O(C1C=C(C=CC=1)C(O)=O)C1C=CC=CC=1>>[O:25]([C:32]1[CH:33]=[C:34]([C:38](=[O:41])[CH2:39][N:1]2[CH2:8][CH2:7][CH2:6][C@H:2]2[C:3]([N:16]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:17](=[O:24])[C@H:18]([C@H:20]([CH2:22][CH3:23])[CH3:21])[NH2:19])=[O:5])[CH:35]=[CH:36][CH:37]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 195393-Phenoxybenzoic acidHCID 21475979HCID 21475979, compoundHCID 86751513HCID 86751513, compound

Product 1

HCID 131720298HCID 131720298, compound

Procedure

Using the procedure described in Example 5, treatment of L-proline-L-isoleucine benzylamide (200 mg, 0.63 mmol) with 3'-phenoxy-2-chloroacetophenone (233 mg, 0.95 mmol, 1.5 eq; prepared from 3-phenoxybenzoic acid by the method described in Example 1) provided 80 mg of L-isoleucine, N-[1-(2-(3-phenoxyphenyl)-2-oxoethyl)-L-prolyl] benzylamide as a foam.

Sources & evidence

ORD record
ord-62ea3520f97a4adabd539598666ded6d
Source dataset
uspto-grants-1997_11
Patent number
US05686424

Reaction notes

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