Dicyclohexylcarbodiimide → HCID 86736753, 화합물

HRID 1448572노트

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HRID 1448572 반응식
[CH:1]([C:3]1[N:4]([CH2:8][C:9]([OH:11])=O)[CH:5]=[CH:6][CH:7]=1)=[O:2].C1(N=C=NC2CCCCC2)CCCCC1.[C:27]([O:30][CH2:31][C:32]1[CH2:39][S:38][CH:37]2[N:34]([C:35](=[O:41])[CH:36]2[NH2:40])[C:33]=1[C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])(=[O:29])[CH3:28]>O1CCCC1>[C:27]([O:30][CH2:31][C:32]1[CH2:39][S:38][CH:37]2[N:34]([C:35](=[O:41])[CH:36]2[NH:40][C:9](=[O:11])[CH2:8][N:4]2[CH:5]=[CH:6][CH:7]=[C:3]2[CH:1]=[O:2])[C:33]=1[C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])(=[O:29])[CH3:28]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 11771800HCID 11771800, 화합물HCID 12459347(2-Formyl-1H-pyrrol-1-yl)acetic acid

생성물 1

HCID 86736753HCID 86736753, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

A solution of (2-formyl-1-pyrryl)acetic acid (3.1 g, 0.02 m) in tetrahydrofuran (THF) is cooled to about 0° C. and 4.12 g (0.02 m) of dicyclohexylcarbodiimide is added in one portion with stirring for five minutes. Then 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, tert-butyl ester (6.08 g, 0.02 m) in THF is added. The temperature is maintained at 0° C. for one hour and then the temperature is increased to 20° for about 18 hours and the solution filtered. The THF is removed at reduced pressure and the residue is taken up in ethyl acetate. The ethyl acetate is extracted with 1.0% aqueous sodium bicarbonate and water. The ethyl acetate is then filtered, dried and evaporated to give the title compound.

후처리

  1. temperaturethe temperature is increased to 20° for about 18 hours
  2. filtrationthe solution filtered
  3. customThe THF is removed at reduced pressure
  4. extractionThe ethyl acetate is extracted with 1.0% aqueous sodium bicarbonate and water
  5. filtrationThe ethyl acetate is then filtered
  6. customdried
  7. customevaporated

출처 및 근거

ORD 기록
ord-fde6e25036964b97876725ebc73d7389
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04180660

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