Triphenylphosphine → Ethyl 3-(4-{[4-(diphenylmethoxy)-3-isobutylbenzyl][(2-nitrophenyl)sulfonyl]amino}-2-fluorophenyl)propanoate

HRID 508090ノート

反応式

HRID 508090 の反応式
[C:1]1([CH:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15]O)=[CH:11][C:10]=2[CH2:17][CH:18]([CH3:20])[CH3:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:27][C:28]1[CH:33]=[C:32]([NH:34][S:35]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=2[N+:44]([O-:46])=[O:45])(=[O:37])=[O:36])[CH:31]=[CH:30][C:29]=1[CH2:47][CH2:48][C:49]([O:51][CH2:52][CH3:53])=[O:50].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[C:1]1([CH:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][N:34]([S:35]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=3[N+:44]([O-:46])=[O:45])(=[O:36])=[O:37])[C:32]3[CH:31]=[CH:30][C:29]([CH2:47][CH2:48][C:49]([O:51][CH2:52][CH3:53])=[O:50])=[C:28]([F:27])[CH:33]=3)=[CH:11][C:10]=2[CH2:17][CH:18]([CH3:20])[CH3:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 23157345[4-(Diphenylmethoxy)-3-isobutylphenyl]methanolHCID 23157368Ethyl 3-(2-fluoro-4-{[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate

生成物 1

HCID 23157541Ethyl 3-(4-{[4-(diphenylmethoxy)-3-isobutylbenzyl][(2-nitrophenyl)sulfonyl]amino}-2-fluorophenyl)propanoate収率 78.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of [4-(diphenylmethoxy)-3-isobutylphenyl]methanol (0.49 g, 1.41 mmol), ethyl 3-(2-fluoro-4-{[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate (0.62 g, 1.56 mmol) and triphenylphosphine (0.55 g, 2.10 mmol) in tetrahydrofuran (25 mL) was added diethyl azodicarboxylate (40% toluene solution, 0.93 mL, 2.13 mmol) at room temperature, and the mixture was stirred at room temperature for 18 hr. The reaction mixture was concentrated, and the residue was subjected to silica gel column chromatography (ethyl acetate/hexane=3/97-15/85) to give the title compound (800 mg, yield 78%) as a colorless oil.

後処理

  1. concentrationThe reaction mixture was concentrated

出典と根拠

ORDレコード
ord-98e604606dae4671a3119bf1527e62f4
出典データセット
uspto-grants-2010_08
特許番号
US07786165B2

反応ノート

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