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Triphenylphosphine → (S)-2-[4-Dimethylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

HRID 1814303
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HRID 1814303 반응식
[C:1]([O:5][C:6](=[O:29])[C@@H:7]([N:15](O)[S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1N(C)C)(=[O:18])=[O:17])[CH2:8][C:9]([N:11]([O:13][CH3:14])[CH3:12])=[O:10])([CH3:4])([CH3:3])[CH3:2].[N:30]1[C:39]2[C:34](=[C:35]([CH2:40][CH2:41][OH:42])[CH:36]=[CH:37][CH:38]=2)[CH:33]=[CH:32][CH:31]=1.[CH:43]1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[N:62]([C:69](OCC)=O)=NC(OCC)=O>C1COCC1>[C:1]([O:5][C:6](=[O:29])[C@@H:7]([NH:15][S:16]([C:19]1[CH:20]=[CH:21][C:22]([N:62]([CH3:69])[CH3:43])=[CH:23][C:24]=1[O:42][CH2:41][CH2:40][C:35]1[CH:36]=[CH:37][CH:38]=[C:39]2[C:34]=1[CH:33]=[CH:32][CH:31]=[N:30]2)(=[O:18])=[O:17])[CH2:8][C:9]([N:11]([O:13][CH3:14])[CH3:12])=[O:10])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 225041322-(Quinolin-5-yl)ethan-1-olHCID 86588209(S)-2-(dimethylamino-hydroxy-benzenesulfonylamino)-N-methoxy-N-methyl-succinamic acid tert-butyl ester

생성물 1

HCID 86588208(S)-2-[4-Dimethylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (S)-2-(dimethylamino-hydroxy-benzenesulfonylamino)-N-methoxy-N-methyl-succinamic acid tert-butyl ester (0.53 g, 1.20 mmol) in dry THF (30 mL) at 0° C. was added 2-quinolin-5-yl-ethanol (0.22 g, 1.20 mmol) and Ph3P (0.63 g, 2.40 mmol) then followed by drop wise addition of diethyl azodicarboxylate (0.40 mL, 2.40 mmol). The reaction mixture was allowed to warm up to room temperature and stirred for 12 h. The solvent was removed and the crude product was purified using silica gel flash chromatography (20% EtOAc in hexanes). (S)-2-[4-Dimethylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester was obtained (0.57 g, 80%) as an off white foam. MS (APCI) m/z 585.2 (M−1).

후처리

  1. customThe solvent was removed
  2. customthe crude product was purified

출처 및 근거

ORD 기록
ord-97d15aaffc1544a99e8c808361efc213
출처 데이터셋
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06875765B2

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