Water → Ertapenem

HRID 2067708ノート

反応式

HRID 2067708 の反応式
[SH:1][C@@H:2]1[CH2:6][N:5](C(OCC2C=CC([N+]([O-])=O)=CC=2)=O)[C@H:4]([C:20]([NH:22][C:23]2[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=2)[C:26]([OH:28])=[O:27])=[O:21])[CH2:3]1.[OH:32][C@@H:33]([C@H:35]1[C:72](=[O:73])[N:37]2[C:38]([C:59]([O:61]CC3C=CC([N+]([O-])=O)=CC=3)=[O:60])=[C:39](OP(OC3C=CC=CC=3)(OC3C=CC=CC=3)=O)[C@H:40]([CH3:41])[C@H:36]12)[CH3:34].C(N(CC)C(C)C)(C)C.O>CN(C=O)C.C(OCC)(=O)C>[CH3:41][C@H:40]1[C:39]([S:1][C@@H:2]2[CH2:6][NH:5][C@H:4]([C:20]([NH:22][C:23]3[CH:31]=[CH:30][CH:29]=[C:25]([C:26]([OH:28])=[O:27])[CH:24]=3)=[O:21])[CH2:3]2)=[C:38]([C:59]([OH:61])=[O:60])[N:37]2[C@H:36]1[C@@H:35]([C@H:33]([OH:32])[CH3:34])[C:72]2=[O:73]

参加物

7

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 10304013(4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylateHCID 154092601-[(4-Nitrophenyl)methyl] (2S,4S)-2-[[(3-carboxyphenyl)amino]carbonyl]-4-mercapto-1-pyrrolidinecarboxylate

生成物 1

HCID 150610Ertapenem

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To 3-[[[(2S,4S)-4-mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid (7.68 g) in DMF (30 mL), p-nitrobenzyl (1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[(diphenylphosphono)oxy]-1-methylcarbapen-2em-3-carboxylate (10 g) was added. To the reaction mixture N,N-diisopropylethylamine (4.78 g) was added at −30° C. and stirred. After completion of reaction, the reaction mass was poured into water and ethyl acetate mixture at 10° C. The layers were separated and organic layer washed with brine solution. The organic layer was subjected to carbon treatment and taken for subsequent step.

後処理

  1. customAfter completion of reaction
  2. customThe layers were separated
  3. washorganic layer washed with brine solution

出典と根拠

ORDレコード
ord-74a0627d0e6644a7bd9fc3bf79cda160
出典データセット
uspto-grants-2012_10
特許番号
US08293894B2

反応ノート

読み込み中…