1-Piperazinecarboxylic acid, ethyl ester → HCID 66920071、化合物

HRID 1185475ノート

反応式

HRID 1185475 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.[CH2:41]([O:43][C:44]([N:46]1[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]1)=[O:45])[CH3:42].C(=O)([O-])O.[Na+]>CN(C=O)C>[CH2:41]([O:43][C:44]([N:46]1[CH2:47][CH2:48][N:49]([C:10](=[O:12])[C@@H:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:13][CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH2:50][CH2:51]1)=[O:45])[CH3:42]

参加物

6

反応物 4

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 516892Sodium BicarbonateHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 7017894Boc-Met(O2)-OH

生成物 1

HCID 66920071HCID 66920071、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2 g of (S)-2-tert-Butoxycarbonylamino-4-methanesulfonyl-butyric acid, 3.2 g of NEM and 2.3 g of TOTU in 10 ml of DMF, 1.2 g of Piperazine-1-carboxylic acid ethyl ester was added at RT and stirred for 2 h. The reaction mixture was diluted saturated aqueous sodium hydrogen carbonate solution and extracted with 400 ml of ethyl acetate. The organic phase was washed with diluted saturated aqueous sodium hydrogen carbonate solution and dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 1.9 g.

後処理

  1. extractionextracted with 400 ml of ethyl acetate
  2. washThe organic phase was washed with diluted saturated aqueous sodium hydrogen carbonate solution
  3. dry with materialdried over MgSO4
  4. customthe solvents were removed under reduced pressure
  5. customThe crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate
  6. additionThe fractions containing the product
  7. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-ecc8134321b04094bcfa6beb69df506c
出典データセット
uspto-grants-2014_03
特許番号
US08669266B2

反応ノート

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