2-(Di-tert-butylphosphino)biphenyl → HCID 69851457、化合物

HRID 2307436ノート

反応式

HRID 2307436 の反応式
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12](Br)[CH:11]=1)[CH3:9])(C)(C)C.[NH:18]1[CH2:23][CH2:22][O:21][CH:20]([CH2:24][OH:25])[CH2:19]1.C(P(C(C)(C)C)C1C=CC=CC=1C1C=CC=CC=1)(C)(C)C.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[NH2:7][CH:8]([C:10]1[CH:11]=[C:12]([N:18]2[CH2:23][CH2:22][O:21][C@H:20]([CH2:24][OH:25])[CH2:19]2)[CH:13]=[CH:14][CH:15]=1)[CH3:9]

参加物

7

反応物 4

HCID 27342152-(Di-tert-butylphosphino)biphenylHCID 3497988Morpholin-2-ylmethanolHCID 23676156Sodium t-butoxideHCID 56971804(S)-N-Boc-1-(3-bromophenyl)ethylamine

生成物 1

HCID 69851457HCID 69851457、化合物収率 48.1%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 1140Toluene溶媒

実験手順

The solution of (S)-[1-(3-bromo-phenyl)ethyl]carbamic acid tert-butyl ester (2.6 g, 8.8 mmol), morpholin-2-yl-methanol (1.1 mg, 9.7 mmol), palladium acetate (10 mol %, 197 mg), 2-(di-t-butylphosphino) biphenyl (20 mol %, 523 mg), and sodium tert-butoxide (1.1 g, 1.3eq) in toluene (28 ml) was stirred in sealed tube at 80° C. for 4 days. The reaction mixture was filtered through Celite pad and washed with 10% methanol/dichloromethane. The filtrate was concentrated under vacuum and purified by flash chromatography with 40% acetone/hexane. Yellow solid was obtained as the title compound (1.0 g, 39% yield).

後処理

  1. filtrationThe reaction mixture was filtered through Celite pad
  2. washwashed with 10% methanol/dichloromethane
  3. concentrationThe filtrate was concentrated under vacuum
  4. custompurified by flash chromatography with 40% acetone/hexane

出典と根拠

ORDレコード
ord-4d4aaff7fe7b4f3d96ea982af454b30a
出典データセット
uspto-grants-2004_12
特許番号
US06831080B2

反応ノート

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