3-((Acetyloxy)methyl)-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid → HCID 21493865、化合物

HRID 1730855ノート

反応式

HRID 1730855 の反応式
[Cl:1][CH2:2][C:3]1[S:7][C:6]([CH2:8][C:9](Cl)=[O:10])=[CH:5][CH:4]=1.[C:12]([O:15][CH2:16][C:17]1[CH2:24][S:23][CH:22]2[N:19]([C:20](=[O:26])[CH:21]2[NH2:25])[C:18]=1[C:27]([OH:29])=[O:28])(=[O:14])[CH3:13]>C(OCC)(=O)C>[C:12]([O:15][CH2:16][C:17]1[CH2:24][S:23][CH:22]2[N:19]([C:20](=[O:26])[CH:21]2[NH:25][C:9](=[O:10])[CH2:8][C:6]2[S:7][C:3]([CH2:2][Cl:1])=[CH:4][CH:5]=2)[C:18]=1[C:27]([OH:29])=[O:28])(=[O:14])[CH3:13]

参加物

4

反応物 2

HCID 137293-((Acetyloxy)methyl)-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 227677535-Chloromethyl-2-thienylacetyl chloride

生成物 1

HCID 21493865HCID 21493865、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1.2 equivalents of 5-chloromethyl-2-thienylacetyl chloride and 1 equivalent of 3-[(acetyloxy)-methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is refluxed for 50 minutes in ethyl acetate after which the solvent is removed and the remaining product is purified by column chromatography on silica gel to give 3-[(acetyloxy)methyl]-7-[[2-[5-(chloromethyl)-2-thienyl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.

後処理

  1. customis removed
  2. customthe remaining product is purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-e377d1e51efd4e079b01ad793f037b04
出典データセット
uspto-grants-1976_11
特許番号
US03994875

反応ノート

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