2-methoxy-2-methylpropanoic acid → HCID 67731003, compound

HRID 2396232Notes

Reaction equation

HRID 2396232 reaction equation
[CH3:1][O:2][C:3]([CH3:8])([CH3:7])[C:4]([OH:6])=[O:5].[Si:9]([O:16][C@H:17]1[CH2:26][C@H:25](O)[C@H:24]2[C:19]([CH:20]=[CH:21][C@H:22]([CH3:45])[C@@H:23]2[CH2:28][CH2:29][C@H:30]2[O:35][C:34](=[O:36])[CH2:33][C@H:32]([O:37][Si:38]([C:41]([CH3:44])([CH3:43])[CH3:42])([CH3:40])[CH3:39])[CH2:31]2)=[CH:18]1)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10]>>[Si:9]([O:16][C@H:17]1[CH2:26][C@H:25]([O:5][C:4](=[O:6])[C:3]([O:2][CH3:1])([CH3:8])[CH3:7])[C@H:24]2[C:19]([CH:20]=[CH:21][C@H:22]([CH3:45])[C@@H:23]2[CH2:28][CH2:29][C@H:30]2[O:35][C:34](=[O:36])[CH2:33][C@H:32]([O:37][Si:38]([C:41]([CH3:44])([CH3:43])[CH3:42])([CH3:39])[CH3:40])[CH2:31]2)=[CH:18]1)([C:12]([CH3:13])([CH3:14])[CH3:15])([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 98554652-methoxy-2-methylpropanoic acidHCID 14600906Pravastatin Diol Lactone Di-(tert-butyldimethylsilyl) Ether

Product 1

HCID 67731003HCID 67731003, compoundYield 70.7%

Procedure

A procedure similar to that described in Example 10, above, was followed, but using 860 mg of 2-methoxy-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 836 mg of the title compound as a colorless foam.

Sources & evidence

ORD record
ord-fb433da57d6c4422a2fa0e3192b64c4a
Source dataset
uspto-grants-1996_02
Patent number
US05491167

Reaction notes

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