HCID 88615492, 화합물 → HCID 10870340, 화합물

HRID 1589621노트

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HRID 1589621 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:21]/[O:22][CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])/[C:8]([O:10]CC2C=CC([N+]([O-])=O)=CC=2)=[O:9])[N:6]=1.[H][H]>O1CCCC1.[Pd]>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:21]/[O:22][CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])/[C:8]([OH:10])=[O:9])[N:6]=1

참가 물질

5

반응물 2

HCID 88615492HCID 88615492, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 10870340HCID 10870340, 화합물수율 80.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

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온도
5 °C

실험 절차

In 1.2 l of tetrahydrofuran is dissolved 20 g (45.9 mmol) of p-nitrobenzyl (Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetate and, after addition of 20 g of 10% palladium-on-carbon, hydrogen gas is bubbled into the solution. After completion of the reaction, the catalyst is filtered off, and the filtrate is poured into 300 ml of water. The mixture is adjusted to about pH 8 with 5% aqueous sodium bicarbonate and washed with three 200-ml portions of ethyl acetate. The aqueous layer is adjusted to pH about 2 with 10% HCl and cooled to 5° C. or lower. The resulting crystalline precipitate is collected by filtration, washed with water and dried under reduced pressure to give 11.1 g of (Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetic acid.

후처리

  1. customis bubbled into the solution
  2. customAfter completion of the reaction
  3. filtrationthe catalyst is filtered off
  4. additionthe filtrate is poured into 300 ml of water
  5. washwashed with three 200-ml portions of ethyl acetate
  6. filtrationThe resulting crystalline precipitate is collected by filtration
  7. washwashed with water
  8. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-8c09f5f0c3c54f87b1845bc857726414
출처 데이터셋
uspto-grants-1986_02
특허 번호
US04572801

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