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Ethyl Acetate → (4-nitrophenyl)methyl (1R,4R,5R,8R)-4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3,10-dioxo-11-oxa-6-thia-2-azatricyclo[6.3.0.02,5]undecane-1-carboxylate

HRID 329543
ノート
印刷プレビュー

反応式

HRID 329543 の反応式
ClCC([NH:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:41]/[O:42][CH3:43])/[C:12]([NH:14][C@@H:15]2[C:25](=[O:26])[N:24]3[C@@H:16]2[S:17][CH2:18][C@H:19]2[C@:23]3([C:27]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][CH:32]=3)=[O:28])[O:22][C:21](=[O:40])[CH2:20]2)=[O:13])[N:10]=1)=O.CNC(=S)[S-].[Na+].C(OCC)(=O)C>CN(C)C=O>[NH2:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:41]/[O:42][CH3:43])/[C:12]([NH:14][C@@H:15]2[C:25](=[O:26])[N:24]3[C@@H:16]2[S:17][CH2:18][C@H:19]2[C@:23]3([C:27]([O:29][CH2:30][C:31]3[CH:32]=[CH:33][C:34]([N+:37]([O-:39])=[O:38])=[CH:35][CH:36]=3)=[O:28])[O:22][C:21](=[O:40])[CH2:20]2)=[O:13])[N:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 5366415Metam-sodiumHCID 178502836HCID 178502836、化合物

生成物 1

HCID 15117590(4-nitrophenyl)methyl (1R,4R,5R,8R)-4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3,10-dioxo-11-oxa-6-thia-2-azatricyclo[6.3.0.02,5]undecane-1-carboxylate収率 69.9%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

In 5 ml of anhydrous N,N-dimethylformamide was dissolved 0.334 g of the compound obtained in Example 16, to which was added 0.132 g of sodium N-methyldithiocarbamate, folowed by stirring at room temperature for 1.5 hour. To the reaction mixture was added 30 ml of ethyl acetate, which was washed with water and then dried (MgSO4). The solvent was distilled off under reduced pressure, and the residue was subjected to a silica gel column chromatography, followed by elution with ethyl acetate-chloroform-methanol (15:15:1). Fractions containing the end product were combined and concentrated under reduced pressure to give 0.206 g of the subject compound as powders.

後処理

  1. washwas washed with water
  2. dry with materialdried (MgSO4)
  3. distillationThe solvent was distilled off under reduced pressure
  4. washfollowed by elution with ethyl acetate-chloroform-methanol (15:15:1)
  5. additionFractions containing the end product
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-cd22404d0edb43159e4243812c98104b
出典データセット
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04891427

反応ノート

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