3-Methoxy-2,2-dimethylpropanoic acid → HCID 67730956, compound

HRID 2396241Notes

Reaction equation

HRID 2396241 reaction equation
[CH3:1][O:2][CH2:3][C:4]([CH3:9])([CH3:8])[C:5]([OH:7])=[O:6].[Si:10]([O:17][C@H:18]1[CH2:27][C@H:26](O)[C@H:25]2[C:20]([CH:21]=[CH:22][C@H:23]([CH3:46])[C@@H:24]2[CH2:29][CH2:30][C@H:31]2[O:36][C:35](=[O:37])[CH2:34][C@H:33]([O:38][Si:39]([C:42]([CH3:45])([CH3:44])[CH3:43])([CH3:41])[CH3:40])[CH2:32]2)=[CH:19]1)([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11]>>[Si:10]([O:17][C@H:18]1[CH2:27][C@H:26]([O:6][C:5](=[O:7])[C:4]([CH2:3][O:2][CH3:1])([CH3:9])[CH3:8])[C@H:25]2[C:20]([CH:21]=[CH:22][C@H:23]([CH3:46])[C@@H:24]2[CH2:29][CH2:30][C@H:31]2[O:36][C:35](=[O:37])[CH2:34][C@H:33]([O:38][Si:39]([C:42]([CH3:45])([CH3:44])[CH3:43])([CH3:40])[CH3:41])[CH2:32]2)=[CH:19]1)([C:13]([CH3:14])([CH3:15])[CH3:16])([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 30175063-Methoxy-2,2-dimethylpropanoic acidHCID 14600906Pravastatin Diol Lactone Di-(tert-butyldimethylsilyl) Ether

Product 1

HCID 67730956HCID 67730956, compoundYield 35%

Procedure

A procedure similar to that described in Example 10, above, was followed, but using 960 mg of 2-methoxymethyl-2-methylpropionic acid and 1.0 g 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 423 mg of the title compound as a colorless foam.

Sources & evidence

ORD record
ord-58833fce8552434eb4bb3f56b47a192d
Source dataset
uspto-grants-1996_02
Patent number
US05491167

Reaction notes

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