Propanoic acid, 2-(2-chlorophenoxy)- → HCID 57183349, compound

HRID 2396213Notes

Reaction equation

HRID 2396213 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=1[O:4][CH:5]([CH3:9])[C:6]([OH:8])=[O:7].[Si:14]([O:21][C@H:22]1[CH2:31][C@H:30](O)[C@H:29]2[C:24]([CH:25]=[CH:26][C@H:27]([CH3:50])[C@@H:28]2[CH2:33][CH2:34][C@H:35]2[O:40][C:39](=[O:41])[CH2:38][C@H:37]([O:42][Si:43]([C:46]([CH3:49])([CH3:48])[CH3:47])([CH3:45])[CH3:44])[CH2:36]2)=[CH:23]1)([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15]>>[Si:14]([O:21][C@H:22]1[CH2:31][C@H:30]([O:7][C:6](=[O:8])[CH:5]([O:4][C:3]2[CH:10]=[CH:11][CH:12]=[CH:13][C:2]=2[Cl:1])[CH3:9])[C@H:29]2[C:24]([CH:25]=[CH:26][C@H:27]([CH3:50])[C@@H:28]2[CH2:33][CH2:34][C@H:35]2[O:40][C:39](=[O:41])[CH2:38][C@H:37]([O:42][Si:43]([C:46]([CH3:49])([CH3:48])[CH3:47])([CH3:44])[CH3:45])[CH2:36]2)=[CH:23]1)([C:17]([CH3:18])([CH3:19])[CH3:20])([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 72862Propanoic acid, 2-(2-chlorophenoxy)-HCID 14600906Pravastatin Diol Lactone Di-(tert-butyldimethylsilyl) Ether

Product 1

HCID 57183349HCID 57183349, compoundYield 96.9%

Procedure

A procedure similar to that described in Example 1, above, was followed, but using 0.72 g of (2RS)-2-(2-chlorophenoxy)propionic 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 1.29 g of the title compound as a colorless foam.

Sources & evidence

ORD record
ord-116ec67bcedd4da79b5d5dafc44a8689
Source dataset
uspto-grants-1996_02
Patent number
US05491167

Reaction notes

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