Hydrochloric Acid → Rosuvastatin

HRID 445944

반응식

HRID 445944 반응식
C(NC(C)C)(C)C.[CH3:8][N:9]([C:14]1[N:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[C:17](/[CH:27]=[CH:28]/[C@@H:29]([OH:37])[CH2:30][C@@H:31]([OH:36])[CH2:32][C:33]([OH:35])=[O:34])=[C:16]([CH:38]([CH3:40])[CH3:39])[N:15]=1)[S:10]([CH3:13])(=[O:12])=[O:11].Cl.[OH-].[Na+].O.O.[Cl-].[Ca+2].[Cl-]>O.C(OCC)(=O)C>[CH3:8][N:9]([C:14]1[N:19]=[C:18]([C:20]2[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=2)[C:17](/[CH:27]=[CH:28]/[C@@H:29]([OH:37])[CH2:30][C@@H:31]([OH:36])[CH2:32][C:33]([OH:35])=[O:34])=[C:16]([CH:38]([CH3:40])[CH3:39])[N:15]=1)[S:10]([CH3:13])(=[O:12])=[O:11]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 6093260Calcium chloride, dihydrateHCID 11169205HCID 11169205, 화합물

생성물 1

HCID 446157Rosuvastatin수율 99.8%

시약·촉매·용매 2

HCID 962Water용매3회HCID 8857Ethyl Acetate용매

실험 절차

A solution of E-7-[2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxyhept-6-enoic acid diisopropylamine salt (40.0 g) in a mixed solvent of ethyl acetate (400.0 mL) and water (400.0 mL) was cooled to 0˜5° C. The pH of the reaction mixture was adjusted to 3.0˜4.0 using 1N hydrochloric acid solution. Water (360.0 mL) was added to the separated organic layer, the pH of which was then adjusted to 9.0˜11.5 using 1N sodium hydroxide solution. Calcium chloride dihydrate (10.0 g) was added to the separated water layer. The reaction mixture was stirred at 20˜25° C. for 2 hours and then filtered under reduced pressure. The resulting white solid was dried to obtain E-7-[2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxyhept-6-enoic acid 1/2 calcium salt (33.0 g, yield 95%, HPLC purity 99.7%).

후처리

  1. filtrationfiltered under reduced pressure
  2. customThe resulting white solid was dried

출처 및 근거

ORD 기록
ord-15a62dabeade4d96adf95ce5d8b290f4
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476432B2

연결된 노트

불러오는 중…