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Triphenylphosphine → Ethyl 3-{4-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-3-methylphenyl}-5-isoxazolecarboxylate

HRID 393273
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HRID 393273 반응식
CCOC(/N=N/C(OCC)=O)=O.[CH2:13]([N:15]1[C:21]2[N:22]=[CH:23][C:24]([CH2:26][CH2:27][OH:28])=[CH:25][C:20]=2[C:19](=[O:29])[N:18]([CH3:30])[C:17]2[CH:31]=[CH:32][CH:33]=[N:34][C:16]1=2)[CH3:14].O[C:36]1[CH:41]=[CH:40][C:39]([C:42]2[CH:46]=[C:45]([C:47]([O:49][CH2:50][CH3:51])=[O:48])[O:44][N:43]=2)=[CH:38][C:37]=1[CH3:52].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[CH2:13]([N:15]1[C:21]2[N:22]=[CH:23][C:24]([CH2:26][CH2:27][O:28][C:36]3[CH:41]=[CH:40][C:39]([C:42]4[CH:46]=[C:45]([C:47]([O:49][CH2:50][CH3:51])=[O:48])[O:44][N:43]=4)=[CH:38][C:37]=3[CH3:52])=[CH:25][C:20]=2[C:19](=[O:29])[N:18]([CH3:30])[C:17]2[CH:31]=[CH:32][CH:33]=[N:34][C:16]1=2)[CH3:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 47071711-Ethyl-8-(2-hydroxyethyl)-5-methyl-5,11-dihydro-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 5462977Diethyl azodicarboxylateHCID 136368683Ethyl 3-(4-hydroxy-3-methylphenyl)-5-isoxazolecarboxylate

생성물 1

HCID 22648860Ethyl 3-{4-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-3-methylphenyl}-5-isoxazolecarboxylate
수율 45.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
25 °C

실험 절차

DEAD (55 μL, 0.35 mmol) was added over 30 min to a solution of 11-ethyl-5,11-dihydro-8-(2-hydroxyethyl)-5-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (70.0 mg, 0.23 mmol), ethyl 3-(4-hydroxy-3-methylphenyl)-5-isoxazolecarboxylate (86.5 mg, 0.35 mmol) and PPh3 (91.8 mg, 0.35 mmol) in THF (2 mL) at 25° C. The reaction mixture was stirred at 25° C. for 18 h. The mixture was concentrated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2:EtOAc, 10:1) to give the title compound (55 mg, 45% yield).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customThe residue was purified by flash chromatography (CH2Cl2:EtOAc, 10:1)

출처 및 근거

ORD 기록
ord-c6d40716c55c4518a4c6d8a692d56e41
출처 데이터셋
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06806265B2

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