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

HRID 1708891노트

반응식

HRID 1708891 반응식
C(OC([NH:8][C:9]1[S:13][N:12]=[C:11](/[C:14](=[N:38]/[O:39][CH3:40])/[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][CH3:40])/[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

참가 물질

3

반응물 1

HCID 88417345(6R,7R)-7-[[(2Z)-2-methoxyimino-2-[5-[(2-methylpropan-2-yl)oxycarbonylamino]-1,2,4-thiadiazol-3-yl]acetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

생성물 1

HCID 88417261(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(3-oxobutanoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid수율 92.4%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To 50 ml of trifluoroacetic acid is added 13 g of 7β-[2-(5-tert-butoxycarbonylamino-1,2,4-thiadiazol-3-yl)-2(Z)-methoxyiminoacetamido]-3-(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid with stirring under ice-cooling. The cooling bath is removed and stirring is continued for 30 minutes. Trifluoroacetic acid is evaporated off under reduced pressure. To the residue is added 100 ml of ethyl acetate and the ethyl acetate is removed under reduced pressure. To the residue is added 100 ml of diethyl ether. Trituration and filtration of the resulting powder give 10 g of the above-identified compound.

후처리

  1. temperaturecooling
  2. customThe cooling bath is removed
  3. stirringstirring
  4. customTrifluoroacetic acid is evaporated off under reduced pressure
  5. additionTo the residue is added 100 ml of ethyl acetate
  6. customthe ethyl acetate is removed under reduced pressure
  7. additionTo the residue is added 100 ml of diethyl ether
  8. filtrationTrituration and filtration of the resulting powder

출처 및 근거

ORD 기록
ord-eb5d8097acfd4500a792db53f4b13099
출처 데이터셋
uspto-grants-1990_08
특허 번호
US04946837

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