Pravastatin Diol Lactone Di-(tert-butyldimethylsilyl) Ether → HCID 57110626, compound

HRID 2396250Notes

Reaction equation

HRID 2396250 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:12]=[C:13]([CH3:15])[CH:14]=1)[O:5][C:6]([CH3:11])([CH3:10])[C:7]([OH:9])=[O:8].[Si:16]([O:23][C@H:24]1[CH2:33][C@H:32](O)[C@H:31]2[C:26]([CH:27]=[CH:28][C@H:29]([CH3:52])[C@@H:30]2[CH2:35][CH2:36][C@H:37]2[O:42][C:41](=[O:43])[CH2:40][C@H:39]([O:44][Si:45]([C:48]([CH3:51])([CH3:50])[CH3:49])([CH3:47])[CH3:46])[CH2:38]2)=[CH:25]1)([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17]>>[Si:16]([O:23][C@H:24]1[CH2:33][C@H:32]([O:8][C:7](=[O:9])[C:6]([O:5][C:4]2[CH:12]=[C:13]([CH3:15])[CH:14]=[C:2]([CH3:1])[CH:3]=2)([CH3:11])[CH3:10])[C@H:31]2[C:26]([CH:27]=[CH:28][C@H:29]([CH3:52])[C@@H:30]2[CH2:35][CH2:36][C@H:37]2[O:42][C:41](=[O:43])[CH2:40][C@H:39]([O:44][Si:45]([C:48]([CH3:51])([CH3:50])[CH3:49])([CH3:46])[CH3:47])[CH2:38]2)=[CH:25]1)([C:19]([CH3:20])([CH3:21])[CH3:22])([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 14600906Pravastatin Diol Lactone Di-(tert-butyldimethylsilyl) EtherHCID 19619684HCID 19619684, compound

Product 1

HCID 57110626HCID 57110626, compoundYield 81.8%

Procedure

A procedure similar to that described in Example 1, above, was followed, but using 755 mg of 2-(3,5-dimethylphenoxy)-2-methylpropionic acid and 1.0g of (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above], to give 1.10 g of the title compound as a colorless foam.

Sources & evidence

ORD record
ord-62f24061c58a4418a8b2554f07e3dc38
Source dataset
uspto-grants-1996_02
Patent number
US05491167

Reaction notes

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