2-Phenoxybenzoic acid → HCID 131720299, compound

HRID 2293416Notes

Reaction equation

HRID 2293416 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:37]=[CH:36][CH:35]=[CH:34][C:33]=1[C:38](=[O:41])[CH2:39]Cl)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O(C1C=CC=CC=1C(O)=O)C1C=CC=CC=1>>[O:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[C:38](=[O:41])[CH2:39][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])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 752372-Phenoxybenzoic acidHCID 21475895HCID 21475895, compoundHCID 86751513HCID 86751513, compound

Product 1

HCID 131720299HCID 131720299, compound

Procedure

Using the procedure described in Example 5, treatment of L-proline-L-isoleucine benzylamide (200 mg, 0.63 mmol) with 2'-phenoxy-2-chloroacetophenone (233 mg, 0.95 mmol, 1.5 eq; prepared from 2-phenoxybenzoic acid by the method described in Example 1) provided 40 mg of L-isoleucine, N-[1-(2-(2-phenoxyphenyl)-2-oxoethyl)-L-prolyl] benzylamide as a foam.

Sources & evidence

ORD record
ord-a959a2ac580b4a91be2bf31226e4cef1
Source dataset
uspto-grants-1997_11
Patent number
US05686424

Reaction notes

Loading…