(S)-[1-[[[[3-[[(1,4-Dihydro-5-hydroxy-4-oxo-2-pyridinyl)carbonyl]amino]tetrahydro-2-oxo-1(2H)-pyrimidinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester → (S)-N-[3-[[[(3-Amino-2-oxo-1-azetidinyl)carbonyl]amino]-sulfonyl]tetrahydro-2-oxo-1(2H)-pyrimidinyl]-1,4-dihydro-5-hydroxy-4-oxo-2-pyridinecarboxamide

HRID 2351087ノート

反応式

HRID 2351087 の反応式
[OH:1][C:2]1[C:3](=[O:40])[CH:4]=[C:5]([C:8]([NH:10][N:11]2[CH2:16][CH2:15][CH2:14][N:13]([S:17]([NH:20][C:21]([N:23]3[CH2:26][C@H:25]([NH:27]C(=O)OCC4C=CC=CC=4)[C:24]3=[O:38])=[O:22])(=[O:19])=[O:18])[C:12]2=[O:39])=[O:9])[NH:6][CH:7]=1>CN(C)C=O.[Pd]>[NH2:27][C@H:25]1[CH2:26][N:23]([C:21]([NH:20][S:17]([N:13]2[CH2:14][CH2:15][CH2:16][N:11]([NH:10][C:8]([C:5]3[NH:6][CH:7]=[C:2]([OH:1])[C:3](=[O:40])[CH:4]=3)=[O:9])[C:12]2=[O:39])(=[O:18])=[O:19])=[O:22])[C:24]1=[O:38]

参加物

4

反応物 1

HCID 86743424(S)-[1-[[[[3-[[(1,4-Dihydro-5-hydroxy-4-oxo-2-pyridinyl)carbonyl]amino]tetrahydro-2-oxo-1(2H)-pyrimidinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester

生成物 1

HCID 53731386(S)-N-[3-[[[(3-Amino-2-oxo-1-azetidinyl)carbonyl]amino]-sulfonyl]tetrahydro-2-oxo-1(2H)-pyrimidinyl]-1,4-dihydro-5-hydroxy-4-oxo-2-pyridinecarboxamide

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

4.95 g (8.57 mmol) (S)-[1-[[[[3-[[(1,4-dihydro-5-hydroxy-4-oxo-2-pyridinyl)-carbonyl]amino]tetrahydro-2-oxo-1(2H)-pyrimidinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester was dissolved in 50 ml N,N-dimethylformamide. After the addition of 2.5 g palladium on carbon, the mixture was hydrogenated for 1 hour. The catalyst was removed and subsequently the filtrate added dropwise to 500 ml isopropanol. The desired product was filtered off, slurried with either and dried in vacuo. Yield 3.03 g, melting range 160°-220° C. (dec.).

後処理

  1. customThe catalyst was removed
  2. additionsubsequently the filtrate added dropwise to 500 ml isopropanol
  3. filtrationThe desired product was filtered off
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-1506582b737344328de7790582027360
出典データセット
uspto-grants-1989_10
特許番号
US04871841

反応ノート

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