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Potassium Carbonate → (R)-1-(4-benzyloxy-3,5-dimethyl-benzyl)-2-(1'-ethoxycarbonylmethyl-4,4'-bipiperidinyl-1-yl)-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

HRID 599760
ノート
印刷プレビュー

反応式

HRID 599760 の反応式
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH2:8][CH2:7]1)[CH3:2].[O:19]=[C:20]1[N:26]([CH:27]2[CH2:32][CH2:31][N:30]([C:33]([O:35][C@@H:36]([C:54](O)=[O:55])[CH2:37][C:38]3[CH:43]=[C:42]([CH3:44])[C:41]([O:45][CH2:46][C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)=[C:40]([CH3:53])[CH:39]=3)=[O:34])[CH2:29][CH2:28]2)[CH2:25][CH2:24][C:23]2[CH:57]=[CH:58][CH:59]=[CH:60][C:22]=2[NH:21]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)C(C)C)C.C([O-])([O-])=O.[K+].[K+]>C1COCC1.CN(C=O)C>[O:19]=[C:20]1[N:26]([CH:27]2[CH2:32][CH2:31][N:30]([C:33]([O:35][C@H:36]([CH2:37][C:38]3[CH:43]=[C:42]([CH3:44])[C:41]([O:45][CH2:46][C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)=[C:40]([CH3:53])[CH:39]=3)[C:54]([N:15]3[CH2:16][CH2:17][CH:12]([CH:9]4[CH2:8][CH2:7][N:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:18])[CH2:11][CH2:10]4)[CH2:13][CH2:14]3)=[O:55])=[O:34])[CH2:29][CH2:28]2)[CH2:25][CH2:24][C:23]2[CH:57]=[CH:58][CH:59]=[CH:60][C:22]=2[NH:21]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 11430Potassium CarbonateHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 22945803Ethyl[4,4']bipiperidinyl-1-yl-acetateHCID 25208036(R)-2-(4-benzyloxy-3,5-dimethyl-phenyl)-1-carboxy-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

生成物 1

HCID 67273836
(R)-1-(4-benzyloxy-3,5-dimethyl-benzyl)-2-(1'-ethoxycarbonylmethyl-4,4'-bipiperidinyl-1-yl)-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

0.99 g (3.90 mmol) ethyl[4,4′]bipiperidinyl-1-yl-acetate were added at RT to a solution of 2.00 g (3.50 mmol) (R)-2-(4-benzyloxy-3,5-dimethyl-phenyl)-1-carboxy-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate (Example 1g), 1.25 g (3.90 mmol) TBTU and 0.67 mL (3.90 mmol) ethyldiisopropylamine in 20 mL THF and 5 mL DMF and the reaction mixture was stirred overnight. 15% K2CO3 solution was added, the mixture was extracted exhaustively with EtOAc, the combined organic phases were washed with saturated NaCl solution and dried on Na2SO4. After the elimination of the desiccant and solvent the product was obtained, which was reacted further without purification.

後処理

  1. extractionthe mixture was extracted exhaustively with EtOAc
  2. washthe combined organic phases were washed with saturated NaCl solution
  3. customdried on Na2SO4
  4. customAfter the elimination of the desiccant and solvent the product was obtained
  5. customwhich was reacted further without purification

出典と根拠

ORDレコード
ord-21606aebcd264c69a086e43637dd8002
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07897603B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート