4-Methylmorpholine → 4-(N-Boc-N'-Piperazinyl)benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester

HRID 265891

反応式

HRID 265891 の反応式
[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Cl.[C:24]1([S:30]([NH:33][C@@H:34]([CH2:42][NH2:43])[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])(=[O:32])=[O:31])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.CN1CCOCC1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CCOC(C)=O.CC#N>[C:38]([O:37][C:35](=[O:36])[C@@H:34]([NH:33][S:30]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)(=[O:31])=[O:32])[CH2:42][NH:43][C:18](=[O:19])[C:17]1[CH:21]=[CH:22][C:14]([N:11]2[CH2:10][CH2:9][N:8]([C:1]([O:3][C:4]([CH3:6])([CH3:5])[CH3:7])=[O:2])[CH2:13][CH2:12]2)=[CH:15][CH:16]=1)([CH3:39])([CH3:40])[CH3:41]

参加物

7

反応物 4

HCID 79724-MethylmorpholineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 27955084-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzoic acidHCID 22853534(S)-3-amino-2-benzenesulfonylamino-propionic acid tert-butyl ester hydrochloride

生成物 1

HCID 867510894-(N-Boc-N'-Piperazinyl)benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 22-4 (300 mg, 1.0 mmol), 19-2a (329 mg, 1.0 mmol), NMM (430 gL, 4.0 mmol), and CH3CN (5 mL) at ambient temperature was treated with BOP (650 mg, 1.5 mmol). After 20 h the reaction mixture was diluted with EtOAc and then washed with 10% KHSO4 and brine, dried (MgSO4) and concentrated. Flash chromatography (silica, 40% EtOAc/hexanes) gave 22-5 as a white solid. TLC Rf =0.16 (silica, 40% EtOAc/hexanes);

後処理

  1. washwashed with 10% KHSO4 and brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-eb18c29e59a446ed80c4e3a93787d3ef
出典データセット
uspto-grants-1997_07
特許番号
US05648368

関連ノート

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