Hydrochloric Acid → trans-4-Aminomethyl-L-Proline 4-Phenoxyphenylamide Dihydrochloride

HRID 2185464ノート

反応式

HRID 2185464 の反応式
[ClH:1].[O:2]([C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:38])[C@@H:17]2[CH2:21][C@@H:20]([CH2:22][NH:23]C(OC(C)(C)C)=O)[CH2:19][N:18]2C(OC(C)(C)C)=O)=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCOCC1>[ClH:1].[ClH:1].[O:2]([C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:38])[C@@H:17]2[CH2:21][C@@H:20]([CH2:22][NH2:23])[CH2:19][NH:18]2)=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 54074172trans-4-(N-tert-Butoxycarbonylaminomethyl)-N-tert-Butoxycarbonyl-L-Proline 4-Phenoxyphenylamide

生成物 1

HCID 70177808trans-4-Aminomethyl-L-Proline 4-Phenoxyphenylamide Dihydrochloride

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of 4 N hydrochloric acid in 1,4-dioxane (6 mL) was added to a solution of trans-4-(N-tert-butoxycarbonylaminomethyl)-N-tert-butoxycarbonyl-L-proline 4-phenoxyphenylamide (A, 182 mg) in 1,4-dioxane (6 mL) at room temperature. After stirring at room temperature for 20 min, the reaction mixture was concentrated in vacuo. The residue was washed with ether to give the title compound (95 mg) as a colorless solid: 1H NMR (400 MHz, D2O) δ 2.36 (m, 1 H), 2.60 (m, 1H), 2.82 (m, 1 H), 3.23 (m, 3 H), 3.85 (dd, J=7.5, 11.5 Hz, 1 H), 4.73 (dd, J=3.9, 9.3 Hz, 1 H), 7.08 (d, J=6.84 Hz, 2 H), 7.10 (d, J=6.84 Hz, 2 H), 7.22 (t, J=7.0 Hz, 1H), and 7.45 (m, 4 H).

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. washThe residue was washed with ether

出典と根拠

ORDレコード
ord-e34185bc89254a8aad2590bb2fe839bf
出典データセット
uspto-grants-2002_06
特許番号
US06399629B1

反応ノート

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