Triethylamine → HCID 18658480, compound
Reaction equation
[NH2:1][C@H:2]([P:11](=[O:18])([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.FC(F)(F)S(O[C@H:32]([CH2:43][CH:44]([CH3:46])[CH3:45])[C:33]([O:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:34])(=O)=O>ClCCl>[CH2:36]([O:35][C:33](=[O:34])[C@H:32]([CH2:43][CH:44]([CH3:45])[CH3:46])[NH:1][C@H:2]([P:11]([O:12][CH2:13][CH3:14])([O:15][CH2:16][CH3:17])=[O:18])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 400 mg of diethyl 1-(R)-amino-3-phenylpropylphosphonate in 5 ml of anhydrous dichloromethane was added a solution of 0.25 ml of triethylamine and 627 mg of benzyl 2-(R)-trifluoromethanesulfonyloxy-4-methylpentanoate in 2.5 ml of anhydrous dichloromethane, and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with 30 ml of dichloromethane, and the diluted solution was washed with 20 ml of water and dried over anhydrous magnesium sulfate. Then the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (hexane: ethyl acetate=1:1) to yield the title compound as a colorless oil (238 mg).
Workup
- washthe diluted solution was washed with 20 ml of water
- dry with materialdried over anhydrous magnesium sulfate
- distillationThen the solvent was distilled off under reduced pressure
- customThe residue was purified by silica gel chromatography (hexane: ethyl acetate=1:1)
Sources & evidence
- ORD record
- ord-957be74451a147ddb97bd725360435ef
- Source dataset
- uspto-grants-1995_01
- Patent number
- US05380921
Reaction notes
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