Potassium → 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, 4-oxide

HRID 904060ノート

反応式

HRID 904060 の反応式
[K].O(CC(NC1C(=O)N2C(C(O)=O)C(C)(C)S[C@H]12)=O)C1C=CC=CC=1.OO[S:28]([O-:30])=O.[K+].[CH3:32][C:33]1([CH3:54])S[C@@H:36]2[C@H:38]([NH:41][C:42]([CH2:44][C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=3)=[O:43])[C:39](=[O:40])[N:35]2[C@H:34]1[C:51]([O-:53])=[O:52].[K+]>O>[CH3:32][C:33]1([CH3:54])[S:28](=[O:30])[C@@H:36]2[C@H:38]([NH:41][C:42]([CH2:44][C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=3)=[O:43])[C:39](=[O:40])[N:35]2[C@H:34]1[C:51]([OH:53])=[O:52]

参加物

6

反応物 4

HCID 5462222PotassiumHCID 123738936-(2-Phenoxyacetamido)-2,2-dimethylpenam-3-carboxylic acidHCID 23664709Penicillin G PotassiumHCID 23707502Potassium hydroxy sulfite

生成物 1

HCID 1074964-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-, 4-oxide収率 98%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To 50 ml. of water were added 19.4 grams (50 millimoles) of the potassium salt of 6-phenoxyacetamido-2,2-dimethylpenam-3-carboxylic acid. A solution of 20 grams (65 millimoles active oxygen) of Oxone® in 100 ml. water was added dropwise to the penicillin solution over a 45 minute period. The mixture was stirred for about 10 minutes at room temperature. The resulting precipitate was collected by filtration and washed with 25 ml. of water. The precipitate was dried in vacuo at 40° C. overnight to afford 17.95 grams (98%) of the corresponding penicillin sulfoxide. Analysis of the product by high performance liquid chromatography (HPLC) indicated the presence of 23.0% of the α-isomer and 74.1% of the β-isomer.

後処理

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with 25 ml
  3. customThe precipitate was dried in vacuo at 40° C. overnight

出典と根拠

ORDレコード
ord-650932ad34d041a6a44cbf34afdc1dbf
出典データセット
uspto-grants-1980_10
特許番号
US04230620

反応ノート

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