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Water → benzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate

HRID 330707
ノート
印刷プレビュー

反応式

HRID 330707 の反応式
ClCC([NH:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:45]/[O:46][CH3:47])/[C:12]([NH:14][C:15]2([CH2:43][OH:44])[CH2:19][O:18][N:17]([C:20]3([C:26]([O:28][CH:29]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:27])[CH2:24][CH2:23][C:22](=[O:25])[O:21]3)[C:16]2=[O:42])=[O:13])[N:10]=1)=O.CNC(=S)[S-].[Na+].O>CN(C)C=O>[NH2:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:45]/[O:46][CH3:47])/[C:12]([NH:14][C:15]2([CH2:43][OH:44])[CH2:19][O:18][N:17]([C:20]3([C:26]([O:28][CH:29]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:27])[CH2:24][CH2:23][C:22](=[O:25])[O:21]3)[C:16]2=[O:42])=[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 962WaterHCID 5366415Metam-sodiumHCID 88594920benzhydryl 2-[4-[[(2Z)-2-[2-[(2-chloroacetyl)amino]-1,3-thiazol-4-yl]-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate

生成物 1

HCID 88594853benzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate収率 76.1%

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

In 3 ml of dimethylformamide was dissolved 170 mg of the Compound (9a) obtained as above. To the solution was added, under ice-cooling, 48 mg of sodium N-methyldithiocarbamate, and the mixture was stirred at room temperature for one hour. The reaction solution was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The concentrate was subjected to a silica-gel column chromatography, eluting with ethyl acetate - n-hexane (2:1) to give 115 mg of the above-titled Compound (9b).

後処理

  1. customobtained as above
  2. additionTo the solution was added, under ice-
  3. temperaturecooling
  4. extractionwas subjected to extraction with ethyl acetate
  5. washThe ethyl acetate layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. washeluting with ethyl acetate - n-hexane (2:1)

出典と根拠

ORDレコード
ord-10d2685e73e940e0b388a0834851b0d8
出典データセット
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04897489

反応ノート

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