Phenoxyacetyl chloride → HCID 513410, compound
Reaction equation
[CH2:1]([N:5]([S:15]([C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[C@H:6]([C:12]([OH:14])=[O:13])[CH2:7][CH2:8][CH2:9][CH2:10][NH2:11])[CH:2]([CH3:4])[CH3:3].[O:25]([CH2:32][C:33](Cl)=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:1]([N:5]([S:15]([C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[C@H:6]([C:12]([OH:14])=[O:13])[CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:33](=[O:34])[CH2:32][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH:2]([CH3:3])[CH3:4]Participants
3
Procedure
Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-L-lysine was reacted with phenoxyacetyl chloride under the conditions described in example 2. The crude material was purified by flash chromatography (CH2Cl2:MeOH, 19:1 to 9:1) to yield 77% of the desired product.
Workup
- customThe crude material was purified by flash chromatography (CH2Cl2:MeOH, 19:1 to 9:1)
Sources & evidence
- ORD record
- ord-969753b406a44e3b859cfb64cf5bf976
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06455587B1
Reaction notes
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