Sulfuric Acid → Ezetimibe

HRID 1925206ノート

反応式

HRID 1925206 の反応式
C([Si](C)(C)[O:6][C:7]1[CH:12]=[CH:11][C:10]([C@H:13]2[N:16]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[C:15](=[O:24])[C@@H:14]2[CH2:25][CH2:26][C@@H:27]([C:29]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)[OH:28])=[CH:9][CH:8]=1)(C)(C)C.S(=O)(=O)(O)O>CC(O)C>[F:23][C:20]1[CH:19]=[CH:18][C:17]([N:16]2[C@H:13]([C:10]3[CH:9]=[CH:8][C:7]([OH:6])=[CH:12][CH:11]=3)[C@@H:14]([CH2:25][CH2:26][C@@H:27]([C:29]3[CH:30]=[CH:31][C:32]([F:35])=[CH:33][CH:34]=3)[OH:28])[C:15]2=[O:24])=[CH:22][CH:21]=1

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 24983448HCID 24983448、化合物

生成物 1

HCID 150311Ezetimibe

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
65 °C

実験手順

5.0 g (9.6 mmol) (3R,4S)-4-[4-(tert-butyl-dimethyl-silanyl-oxy)-phenyl]-1-(4-fluorophenyl)-3-[(S)-3-(4-fluorophenyl)-3-hydroxypropyl]-azetidin-2-on (XI, R4=TBDMS) was solved in 35 ml 2-propanol and 10 ml 2M sulphuric acid solution is added. The solution is heated at 60-70° C. for 1-2 h, and then it was allowed to cool. The product was crystallized by adding ion-free water. The crystalline product was filtered out and washed with water to neutral.

後処理

  1. temperatureto cool
  2. customThe product was crystallized
  3. additionby adding ion-free water
  4. filtrationThe crystalline product was filtered out
  5. washwashed with water to neutral

出典と根拠

ORDレコード
ord-7d019a3827d04c02b8c13fa1d1ffb9f5
出典データセット
uspto-grants-2012_05
特許番号
US08178665B2

反応ノート

読み込み中…