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Sodium Acetate → sodium (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

HRID 1934795
ノート
印刷プレビュー

反応式

HRID 1934795 の反応式
SC1([CH:13](Br)[C:14](=O)/[C:15](=[N:19]/[O:20][CH3:21])/[C:16]([O-:18])=O)NN=C(C2C=CC=CC=2)O1.[NH2:24][C:25]([NH2:27])=[S:26].C([O-])(=O)C.[Na+:32].[NH2:33][CH:34]1[C:55](=[O:56])[N:36]2[C:37]([C:52]([OH:54])=[O:53])=[C:38]([CH2:41][S:42][C:43]3[N:44]([CH3:51])[N:45]=[C:46]([OH:50])[C:47](=[O:49])[N:48]=3)[CH2:39][S:40][C@H:35]12>O.C(N(CC)CC)C.C1COCC1>[CH3:51][N:44]1[N:45]=[C:46]([OH:50])[C:47](=[O:49])[N:48]=[C:43]1[S:42][CH2:41][C:38]1[CH2:39][S:40][C@@H:35]2[C@H:34]([NH:33][C:16](/[C:15](/[C:14]3[N:24]=[C:25]([NH2:27])[S:26][CH:13]=3)=[N:19]\[O:20][CH3:21])=[O:18])[C:55](=[O:56])[N:36]2[C:37]=1[C:52]([O-:54])=[O:53].[Na+:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 517045Sodium AcetateHCID 2723790ThioureaHCID 178481957HCID 178481957、化合物HCID 178502847HCID 178502847、化合物

生成物 1

HCID 178502823sodium (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate収率 170.7%

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

実験手順

2-mercapto-5-phenyl-1,3,4-oxadiazolyl-(Z)-4-bromo-2-methoxyimino-3-oxo-butyrate (27.0 g) was taken in mixture of THF (250 ml) and water (125 ml). Thiourea (10.6 g) and sodium acetate (2.0 g) were added to this at 10-15° C. after 45 to 60 min. 7-Amino-3-[[(2, 5-dihydro-6-hydroxy-2-methyl-5-oxo-1,2,4-triazin-3yl)thio]methyl]3-cephem-4-carboxylic acid (20.0 g) was suspended in the reaction mixture. The suspension was stirred for 2-3 hours at a pH of 7.0-8.5 maintained by triethylamine to get clear solution. The reaction mixture was monitored by HPLC. After completion of reaction, 200 ml water was added and pH was adjusted to 7.0. The aqueous layer was separated, charcoalized and treated with sodium-2-ethylhexanoate (30.5 g) in acetone, reaction was proceeded by same method as mentioned in Method -I to get crude ceftriaxone sodium (24.0 g).

後処理

  1. customto get clear solution
  2. additionwas added
  3. customThe aqueous layer was separated
  4. additiontreated with sodium-2-ethylhexanoate (30.5 g) in acetone, reaction

出典と根拠

ORDレコード
ord-4f56bf1d29bf42bd85431807eb4f5076
出典データセット
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06384215B1

反応ノート

読み込み中…

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