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(6R,7R)-7-[[(2Z)-2-[5-[(2-methylpropan-2-yl)oxycarbonylamino]-1,2,4-thiadiazol-3-yl]-2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]iminoacetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid → (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(carboxymethoxyimino)acetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

HRID 1708894
ノート
印刷プレビュー

反応式

HRID 1708894 の反応式
C(OC([NH:8][C:9]1[S:13][N:12]=[C:11](/[C:14](=[N:38]/[O:39][CH2:40][C:41]([O:43]C(C)(C)C)=[O:42])/[C:15]([NH:17][C@@H:18]2[C:36](=[O:37])[N:20]3[C:21]([C:33]([OH:35])=[O:34])=[C:22]([CH2:25][O:26][C:27](=[O:32])[CH2:28][C:29](=[O:31])[CH3:30])[CH2:23][S:24][C@H:19]23)=[O:16])[N:10]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:8][C:9]1[S:13][N:12]=[C:11](/[C:14](=[N:38]/[O:39][CH2:40][C:41]([OH:43])=[O:42])/[C:15]([NH:17][C@@H:18]2[C:36](=[O:37])[N:20]3[C:21]([C:33]([OH:35])=[O:34])=[C:22]([CH2:25][O:26][C:27](=[O:32])[CH2:28][C:29](=[O:31])[CH3:30])[CH2:23][S:24][C@H:19]23)=[O:16])[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

3

反応物 1

HCID 88417246(6R,7R)-7-[[(2Z)-2-[5-[(2-methylpropan-2-yl)oxycarbonylamino]-1,2,4-thiadiazol-3-yl]-2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]iminoacetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

生成物 1

HCID 15575239(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(carboxymethoxyimino)acetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid収率 95.2%

試薬・触媒・溶媒 1

HCID 6422
Trifluoroacetic acid
溶媒

実験手順

To 50 ml of trifluoroacetic acid is added 23 g of 7β-[2-(5-tert-butoxycarbonylamino-1,2,4-thiadiazol-3-yl)-2(Z)-(tert-butoxycarbonylmethoxyimino)acetamido]-3-(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid with stirring under ice-cooling. After removing the cooling-bath, the mixture is stirred for 1.5 hours. To the residue is added 50 ml of ethyl acetate and the solvent is evaporated off under reduced pressure. Fifty milliliter of ethyl acetate is added to the residue. Trituration and filtration of the resulting precipitate give 17 g of the above-identified compound.

後処理

  1. temperaturecooling
  2. customAfter removing the cooling-bath
  3. stirringthe mixture is stirred for 1.5 hours
  4. additionTo the residue is added 50 ml of ethyl acetate
  5. customthe solvent is evaporated off under reduced pressure
  6. additionFifty milliliter of ethyl acetate is added to the residue
  7. filtrationTrituration and filtration of the resulting precipitate

出典と根拠

ORDレコード
ord-929a1037de7d4737badc5a3b97148bc5
出典データセット
uspto-grants-1990_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04946837

反応ノート

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