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Benzyl (S)-4-((1-(tert-butoxycarbonyl)piperidin-3-yl)methyl)piperazine-1-carboxylate → Benzyl 4-[(3R)-piperidin-3-ylmethyl]piperazine-1-carboxylate

HRID 549932
ノート
印刷プレビュー

反応式

HRID 549932 の反応式
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([CH2:14][N:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:22])[CH2:17][CH2:16]2)[CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[NH:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([CH2:14][N:15]2[CH2:16][CH2:17][N:18]([C:21]([O:23][CH2:24][C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)=[O:22])[CH2:19][CH2:20]2)[CH2:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 59846076Benzyl (S)-4-((1-(tert-butoxycarbonyl)piperidin-3-yl)methyl)piperazine-1-carboxylate

生成物 1

HCID 59846067Benzyl 4-[(3R)-piperidin-3-ylmethyl]piperazine-1-carboxylate収率 106.2%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

Benzyl 4-{[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]methyl}piperazine-1-carboxylate (4.46 g) was stirred in a mixture of trifluoroacetic acid (20 ml) and dichloromethane (200 ml) for two hours at room temperature. The reaction mixture was concentrated in vacuo and the resulting oil separated between ethyl acetate (200 ml) and saturated aqueous sodium bicarbonate solution (500 ml). The ethyl acetate layer was separated, dried over magnesium sulphate, filtered then concentrated in vacuo to give the title compound (3.6 g).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting oil separated between ethyl acetate (200 ml) and saturated aqueous sodium bicarbonate solution (500 ml)
  3. customThe ethyl acetate layer was separated
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationthen concentrated in vacuo

出典と根拠

ORDレコード
ord-ebbd9f3c67594356b9fca442f9c3c2e2
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07943768B2

反応ノート

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