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Trifluoroacetic acid → (1S,9S)-9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid

HRID 709356
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HRID 709356 반응식
[CH3:1][O:2][C:3]([NH:5][C@@H:6]1[C:12](=[O:13])[N:11]2[C@H:14]([C:18]([O:20]C(C)(C)C)=[O:19])[CH2:15][CH2:16][CH2:17][N:10]2[C:9](=[O:25])[CH2:8][CH2:7]1)=[O:4].FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][C:3]([NH:5][C@@H:6]1[C:12](=[O:13])[N:11]2[C@H:14]([C:18]([OH:20])=[O:19])[CH2:15][CH2:16][CH2:17][N:10]2[C:9](=[O:25])[CH2:8][CH2:7]1)=[O:4]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 70663762(1S,9S)-tert-butyl 9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylate

생성물 1

HCID 70663807(1S,9S)-9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (1S,9S)-tert-butyl 9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylate (1.25 g, 3.52 mmol) dissolved into methylene chloride (10 mL) was added trifluoroacetic acid (10 mL). The reaction was stirred at room temperature for 1 h and concentrated in vacuo. Toluene (5 mL) was added and the reaction concentrated in vacuo to afford (1S,9S)-9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid as a white solid, (587 mg, 68%): ESI-LRMS m/e calcd for C12H17N3O6[M+] 299. found 300 [M+H+].

후처리

  1. concentrationconcentrated in vacuo
  2. additionToluene (5 mL) was added
  3. concentrationthe reaction concentrated in vacuo

출처 및 근거

ORD 기록
ord-e861f29262f44581aa78b327d6ce4f19
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09180193B2

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