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Diisopropylethylamine → HCID 15895101, 화합물

HRID 1953045
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HRID 1953045 반응식
[C:1]([O:5][C:6]([N:8]1[C:12](=[O:13])[C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[CH2:10][C@@H:9]1[C:22](O)=[O:23])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N([CH:31]([CH3:33])[CH3:32])CC)(C)C.Cl.[CH2:35]([O:42][NH2:43])C1C=CC=CC=1.B(F)([O-])[O-].B(F)([O-])[O-].B(F)([O-])[O-].B(F)([O-])[O-].B(F)([O-])[O-].B(F)([O-])[O-].N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:72]2C=CC=[CH:76][C:71]=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[C@@H:9]([C:22](=[O:23])[NH:43][O:42][CH2:35][C:32]2[CH:31]=[CH:33][CH:76]=[CH:71][CH:72]=2)[CH2:10][C@@H:11]([C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)[C:12]1=[O:13])=[O:7])([CH3:2])([CH3:4])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 102312Benzyloxyamine hydrochlorideHCID 10735516HCID 10735516, 화합물HCID 86755729HCID 86755729, 화합물

생성물 1

HCID 15895101HCID 15895101, 화합물

시약·촉매·용매

1
HCID 6344Dichloromethane용매

실험 절차

To a solution of (2R, 4S)-4-(4-methoxyphenyl)-5-oxopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (305 mg, 0.91 mmol), diisopropylethylamine (0.35 mL, 2.0 mmol) and O-benzylhydroxylamine hydrochloride (160 mg, 1.0 mmol) in methylene chloride (20 mL) was added (benztriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluoroborate (443 mg, 1.0 mmol). The reaction was stirred at room temperature overnight. After dilution with methylene chloride, the mixture was washed with aqueous saturated sodium bicarbonate solution, water and brine. The solution was dried over magnesium sulfate and concentrated to a white solid from which the title compound (294 mg, 73%) was isolated by flash chromatography eluting with 25% hexane in ethyl acetate.

후처리

  1. washAfter dilution with methylene chloride, the mixture was washed with aqueous saturated sodium bicarbonate solution, water and brine
  2. dry with materialThe solution was dried over magnesium sulfate
  3. concentrationconcentrated to a white solid from which the title compound (294 mg, 73%)
  4. customwas isolated by flash chromatography
  5. washeluting with 25% hexane in ethyl acetate

출처 및 근거

ORD 기록
ord-946b03de09e2416d95578084d658a897
출처 데이터셋
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06114361

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