4-Methylmorpholine → 3(S)-(Pyridin-3-yl)-3-(5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-pentanoylamino)propionic acid ethyl ester

HRID 1837871ノート

反応式

HRID 1837871 の反応式
Cl.[N:2]1[C:11]2[NH:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=O.F[P-](F)(F)(F)(F)F.[N:26]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34]C=2N=N1.[CH3:46][N:47]1CCOCC1.[C:53]([O:56][CH2:57][CH3:58])(=[O:55])[CH3:54]>CC#N>[CH2:57]([O:56][C:53](=[O:55])[CH2:54][C@@H:46]([C:33]1[CH:34]=[N:26][CH:30]=[CH:31][CH:32]=1)[NH:47][C:16](=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][CH2:8][CH2:9][NH:10][C:11]=2[N:2]=1)[CH3:58]

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 8857Ethyl AcetateHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 697750595-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)pentanoic acid hydrochloride

生成物 1

HCID 544418963(S)-(Pyridin-3-yl)-3-(5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-pentanoylamino)propionic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1-6 (50 mg, 0.1847 mmol), 1-7 (49 mg, 0.1847 mmol) (Rico et al., J. Org. Chem., 1993, 58, 7948), BOP (90 mg, 0.2032 mmol) and NMM (0.122 mL, 1.11 mmol) in CH3CN (2 mL) was stirred for 18 h. The mixture was diluted with ethyl acetate, washed with sat. NaHCO3, brine, and dried over MgSO4. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 20% MeOH/ethyl acetate) to give 1-8 as a yellow oil.

後処理

  1. washwashed with sat. NaHCO3, brine
  2. dry with materialdried over MgSO4
  3. customremoval of the solvent
  4. customthe residue was chromatographed (silica gel, 20% MeOH/ethyl acetate)

出典と根拠

ORDレコード
ord-4a00a012af9d4e899a9273bf8579ed89
出典データセット
uspto-grants-2004_08
特許番号
US06784190B2

反応ノート

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