Sodium Chloride → (S)-4-Benzyl 1-tert-butyl 2-ethyl piperazine-1,2,4-tricarboxylate

HRID 1006348ノート

反応式

HRID 1006348 の反応式
C(O)(=O)[C@H]([C@@H](C(O)=O)O)O.[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][NH:21][CH2:20][C@H:19]1[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[O:17])([CH3:14])([CH3:13])[CH3:12].C(=O)(O)[O-].[Na+].Cl[C:35]([O:37][CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:36].[Cl-].[Na+]>O1CCCC1.O.C(OCC)(=O)C>[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][N:21]([C:35]([O:37][CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:36])[CH2:20][C@H:19]1[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[O:17])([CH3:14])([CH3:13])[CH3:12]

参加物

8

反応物 4

HCID 5234Sodium ChlorideHCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 86589649(2S)-2-ethoxycarbonylpiperazine-1-carboxylic acid 1-tert-butyl ester D-tartarate

生成物 1

HCID 59016652(S)-4-Benzyl 1-tert-butyl 2-ethyl piperazine-1,2,4-tricarboxylate

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (2S)-2-ethoxycarbonylpiperazine-1-carboxylic acid 1-tert-butyl ester D-tartarate (9.56 g) in tetrahydrofuran (90 ml) and water (90 ml) was added sodium bicarbonate (7.87 g) under ice-cooling. Benzyl chloroformate (4.01 ml) was added dropwise to the solution over 2 minutes at the same temperature, and stirred at room temperature for 15 minutes. Ethyl acetate (60 ml) and sodium chloride (5 g) was added to the mixture. The organic layer was washed with brine, dried over magnesium sulfate, and evaporated under reduced pressure to give (2S)-2-ethoxycarbonylpiperazine-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester (10.4 g) as a colorless oil.

後処理

  1. temperaturecooling
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-b7d0afa322964a468c2aae6915b222d7
出典データセット
uspto-grants-2004_09
特許番号
US06787543B2

反応ノート

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