Triethylamine → HCID 11341579, 화합물

HRID 1271496

반응식

HRID 1271496 반응식
C(N(CC)CC)C.[NH2:8][C@@H:9]1[CH2:15][O:14][C@@H:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][N:11]([CH2:22][CH:23]2[CH2:25][CH2:24]2)[C:10]1=[O:26].Cl[C:28](OC1C=CC([N+]([O-])=O)=CC=1)=[O:29].C(N(C(C)C)CC)(C)C.[Cl-].[O:50]=[C:51]1[N:57]([CH:58]2[CH2:63][CH2:62][NH2+:61][CH2:60][CH2:59]2)[CH2:56][CH2:55][C:54]2[CH:64]=[CH:65][CH:66]=[CH:67][C:53]=2[NH:52]1>O1CCCC1.ClCCl>[CH:23]1([CH2:22][N:11]2[C:10](=[O:26])[C@H:9]([NH:8][C:28]([N:61]3[CH2:62][CH2:63][CH:58]([N:57]4[CH2:56][CH2:55][C:54]5[CH:64]=[CH:65][CH:66]=[CH:67][C:53]=5[NH:52][C:51]4=[O:50])[CH2:59][CH2:60]3)=[O:29])[CH2:15][O:14][C@@H:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:12]2)[CH2:25][CH2:24]1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 184519253-piperidin-1-ium-4-yl-4,5-dihydro-1H-1,3-benzodiazepin-2-one chlorideHCID 60037869(2S,6R)-6-amino-4-(cyclopropylmethyl)-2-phenyl-1,4-oxazepan-5-one

생성물 1

HCID 11341579HCID 11341579, 화합물수율 79%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

Triethylamine (0.011 mL, 0.081 mmol) was added to a solution of (2S,6R)-6-amino-4-(cyclopropylmethyl)-2-phenyl-1,4-oxazepan-5-one (21 mg, 0.081 mmol) and 4-nitrophenyl chloroformate (16 mg, 0.081 mmol) in tetrahydrofuran (1 mL) at 0° C. After 30 min, diisopropylethylamine (0.042 mL, 0.242 mmol), 4-(2-oxo-1,2,4,5-tetrahydro-3H-1,3-benzodiazepin-3-yl)piperidinium chloride (23 mg, 0.081 mmol), and dichloromethane (1 mL) were added and the mixture heated to 50° C. After 1 h, the mixture was allowed to cool to ambient temperature and concentrated. Purification by silica gel chromatography (100% dichloromethane→95% dichloromethane/methanol) gave the title compound (34 mg). MS 532 (M+1).

후처리

  1. waitAfter 1 h
  2. temperatureto cool to ambient temperature
  3. concentrationconcentrated
  4. customPurification by silica gel chromatography (100% dichloromethane→95% dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-25f891b1b86d4611bbc13b21676ab193
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205292B2

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