HCID 88615492、化合物 → HCID 10870340、化合物

HRID 652824ノート

反応式

HRID 652824 の反応式
[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

参加物

5

反応物 2

HCID 88615492HCID 88615492、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 10870340HCID 10870340、化合物収率 80.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a917c52773b6491ea38dfb54da86704c
出典データセット
uspto-grants-1987_06
特許番号
US04673739

反応ノート

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