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 379215ノート

反応式

HRID 379215 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), 17 (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-f115d9d1f0cc4f0598585ef2f70bbf5b
出典データセット
uspto-grants-2001_10
特許番号
US06297249B1

反応ノート

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