HRID353379

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7656

Dibenzylamine

C14H15N

HCID14798

Sodium Hydroxide

HNaO

结构：CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O)[C@H]21.c1ccc(CNCc2ccccc2)cc1

HCID69940150

未命名化合物

HCID86585368

未命名化合物

PRODUCTS

生成物

结构：CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O)[C@H]21

HCID54687

Pravastatin

C23H36O7

PROCEDURE

实验过程

The transformation is detailed in the case of pravastatin dibenzylamine salt. The recrystallized dibenzylamine salt is suspended in an isobutyl acetate-water mixture, then equivalent quantity of sodium hydroxide is added in aqueous solution to the suspension by maintaining under stirring the pH in the range of 8.0-8.5. After disappearance of the suspension the phases are separated and the pravastatin-containing aqueous solution is washed twice with isobutyl acetate. The aqueous solution is clarified with activated carbon and lyophilized yielding pravastatin in a pharmaceutically acceptable quality.

WORKUP

后处理

temperatureby maintaining
customAfter disappearance of the suspension the phases are separated
additionthe pravastatin-containing aqueous solution
washis washed twice with isobutyl acetate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f900093f906349849904fa1faa0f337e
来源数据集: uspto-grants-2004_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06750366B2
来源说明: uspto-grants-2004_06

反应 SMILES

[CH3:1][CH2:2][C@@H:3]([C:5]([O:7][C@@H:8]1[C@@H:13]2[C@@H:14]([CH2:19][CH2:20][C@@H:21]([OH:29])[CH2:22][C@@H:23]([OH:28])[CH2:24][C:25]([OH:27])=[O:26])[C@@H:15]([CH3:18])[CH:16]=[CH:17][C:12]2=[CH:11][C@@H:10]([OH:30])[CH2:9]1)=[O:6])[CH3:4].C(NCC1C=CC=CC=1)C1C=CC=CC=1.C(NCC1C=CC=CC=1)C1C=CC=CC=1.C(OCC(C)C)(=O)C.O.[OH-].[Na+]>>[CH3:1][CH2:2][C@@H:3]([C:5]([O:7][C@@H:8]1[C@@H:13]2[C@@H:14]([CH2:19][CH2:20][C@@H:21]([OH:29])[CH2:22][C@@H:23]([OH:28])[CH2:24][C:25]([OH:27])=[O:26])[C@@H:15]([CH3:18])[CH:16]=[CH:17][C:12]2=[CH:11][C@@H:10]([OH:30])[CH2:9]1)=[O:6])[CH3:4]