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2-[(3R)-3-[(tert-Butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoyl]-7-nitro-1,2,3,4-tetrahydroisoquinoline → 7-Amino-2-[(3r)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoyl]-1,2,3,4-tetrahydroisoquinoline

HRID 132879
ノート
印刷プレビュー

反応式

HRID 132879 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[F:33])[CH2:10][C:11]([N:13]1[CH2:22][CH2:21][C:20]2[C:15](=[CH:16][C:17]([N+:23]([O-])=O)=[CH:18][CH:19]=2)[CH2:14]1)=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[OH-].[OH-].[Pd+2]>[NH2:23][C:17]1[CH:16]=[C:15]2[C:20]([CH2:21][CH2:22][N:13]([C:11](=[O:12])[CH2:10][C@H:9]([NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])[CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[F:33])[CH2:14]2)=[CH:19][CH:18]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 692227422-[(3R)-3-[(tert-Butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoyl]-7-nitro-1,2,3,4-tetrahydroisoquinolineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 692237937-Amino-2-[(3r)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoyl]-1,2,3,4-tetrahydroisoquinoline

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887
Methanol
溶媒

実験手順

To the product (0.43 g) from Step A above in 4 mL of methanol was added 20% palladium hydroxide on carbon (Pearlman's catalyst, 0.04 g). The reaction was placed under a balloon of hydrogen and allowed to stir at room temperature overnight. The reaction flask was purged, the mixture was filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel; 55% ethyl acetate/hexanes) to afford the title compound. LC/MS: 328 (M−100).

後処理

  1. customThe reaction flask was purged
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by flash chromatography (silica gel; 55% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-b6548eeb2358482aa07ceb41958a2bfb
出典データセット
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07388019B2

反応ノート

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