Ethylmorpholine → 4-((S)-2-Benzyloxycarbonylamino-4,4,4-trifluoro-butyryl)-piperazine-1-carboxylic acid propyl ester

HRID 1970654ノート

反応式

HRID 1970654 の反応式
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][C:17]([F:20])([F:19])[F:18])[C:13]([OH:15])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([O:24][C:25]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)=[O:26])[CH2:22][CH3:23].C(N1CCOCC1)C.[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O>CN(C=O)C.C(OCC)(=O)C>[CH2:21]([O:24][C:25]([N:27]1[CH2:32][CH2:31][N:30]([C:13](=[O:15])[C@@H:12]([NH:11][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])[CH2:16][C:17]([F:20])([F:19])[F:18])[CH2:29][CH2:28]1)=[O:26])[CH2:22][CH3:23]

参加物

7

反応物 4

HCID 7525EthylmorpholineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 22393735Propyl piperazine-1-carboxylateHCID 22955426(S)-2-Benzyloxycarbonylamino-4,4,4-trifluoro-butyric acid

生成物 1

HCID 668549974-((S)-2-Benzyloxycarbonylamino-4,4,4-trifluoro-butyryl)-piperazine-1-carboxylic acid propyl ester

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 118 mg (S)-2-Benzyloxycarbonylamino-4,4,4-trifluoro-butyric acid in 2 ml DMF were added 70 mg 1-propoxycarbonylpiperazine, 0.18 ml N-ethylmorpholine and 238 mg TOTU. After stirring for 12 h it was diluted with ethyl acetate and extracted with aqueous LiCl (4% w/w), aqueous NaHCO3, 0.1 M HCl and brine. The organic layer was dried over MgSO4 and concentrated to furnish the crude coupling product which was used without further purification in the next step.

後処理

  1. extractionextracted with aqueous LiCl (4% w/w), aqueous NaHCO3, 0.1 M HCl and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated
  4. customto furnish the crude coupling product which
  5. customwas used without further purification in the next step

出典と根拠

ORDレコード
ord-2a9c819f386445f09cffbbda47028fe7
出典データセット
uspto-grants-2013_04
特許番号
US08426420B2

反応ノート

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