2-Amino-2-phenylethan-1-ol → HCID 131721934, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][CH:10]([C:12]([OH:14])=O)[CH3:11])[CH:5]=[CH:6][C:7]=1[Cl:8].[C:15]1([C@@H:21]([CH2:23][OH:24])[NH2:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][CH:10]([C:12]([NH:22][C@@H:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:23][OH:24])=[O:14])[CH3:11])[CH:5]=[CH:6][C:7]=1[Cl:8]Participants
3
Procedure
Following General Procedure E and using N-(3,4-dichlorophenyl)-D,L-alanine (from Example A above) and (S)-(+)-2-phenylglycinol (Aldrich), the title compound was prepared as a solid (mp=66-70° C.). The reaction was monitored by tlc on silica gel (Rf=0.25 in 5% methanol/methylene chloride) and purification was by flash column chromatography (silica gel using 5% methanol/methylene chloride as eluent).
Workup
- customThe reaction was monitored by tlc on silica gel (Rf=0.25 in 5% methanol/methylene chloride) and purification
Sources & evidence
- ORD record
- ord-0209c27c35ce4b4ba44c918b7239b3c9
- Source dataset
- uspto-grants-2000_08
- Patent number
- US06096782
Reaction notes
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