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Pyridine → (2RS,3S)-2-Acetoxy-3-{(3RS)-4-acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-4-phenylbutanenitrile

HRID 1061695
ノート
印刷プレビュー

反応式

HRID 1061695 の反応式
N1C=CC=CC=1.[C:7]([N:10]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:13]([CH2:22][C:23]([NH:25][C@@H:26]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:27]([OH:30])[C:28]#[N:29])=[O:24])[C:12](=[O:38])[CH:11]1[CH:39]([CH3:41])[CH3:40])(=[O:9])[CH3:8].[C:42](OC(=O)C)(=[O:44])[CH3:43].CN(C1C=CC=CN=1)C>C(Cl)Cl.C(OCC)(=O)C>[C:42]([O:30][CH:27]([C@@H:26]([NH:25][C:23]([CH2:22][N:13]1[C:14]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:15][N:10]([C:7](=[O:9])[CH3:8])[CH:11]([CH:39]([CH3:41])[CH3:40])[C:12]1=[O:38])=[O:24])[CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:28]#[N:29])(=[O:44])[CH3:43]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 218852-DimethylaminopyridineHCID 60073839(2RS,3S)-3-{(3RS)-4-Acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-2-hydroxy-4-phenylbutanenitrile

生成物 1

HCID 60073844(2RS,3S)-2-Acetoxy-3-{(3RS)-4-acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-4-phenylbutanenitrile

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Pyridine (0.15 ml) is added to a solution of (2RS,3S)-3-{(3RS)-4-acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-2-hydroxy-4-phenylbutanenitrile (291 mg, Compound No. 8-1) in methylene chloride (3 ml). The mixture is cooled with ice, acetic anhydride (115 μl) and dimethylaminopyridine (catalytic amount) are added to the mixture, and the whole is stirred for six hours. Ethyl acetate is added to the reaction mixture and the whole is washed with 1 N hydrochloric acid and saturated brine successively. The organic layer is concentrated under reduced pressure, and the resulting residue is purified by silica gel column chromatography to give the titled compound (317 mg).

後処理

  1. additionare added to the mixture
  2. washthe whole is washed with 1 N hydrochloric acid and saturated brine successively
  3. concentrationThe organic layer is concentrated under reduced pressure
  4. customthe resulting residue is purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-3c09bd090b4a4b56b4407a2a561a6b54
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06960575B2

反応ノート

読み込み中…

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