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

HRID 2185464노트

반응식

HRID 2185464 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-e34185bc89254a8aad2590bb2fe839bf
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06399629B1

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