Methyl (trimethylsilyl)acetate → Methyl 3-(3-(tert-butyldimethylsilyloxy)-2,5-difluorophenyl)pent-2-enoate

HRID 1662564Notes

Reaction equation

HRID 1662564 reaction equation
[Si:1]([O:8][C:9]1[C:10]([F:20])=[C:11]([C:16](=O)[CH2:17][CH3:18])[CH:12]=[C:13]([F:15])[CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C[Si]([CH2:25][C:26]([O:28][CH3:29])=[O:27])(C)C>>[Si:1]([O:8][C:9]1[C:10]([F:20])=[C:11]([C:16]([CH2:17][CH3:18])=[CH:25][C:26]([O:28][CH3:29])=[O:27])[CH:12]=[C:13]([F:15])[CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 76210Methyl (trimethylsilyl)acetateHCID 577063781-(3-(tert-Butyldimethylsilyloxy)-2,5-difluorophenyl)propan-1-one

Product 1

HCID 67432312Methyl 3-(3-(tert-butyldimethylsilyloxy)-2,5-difluorophenyl)pent-2-enoate

Procedure

Compound 90.E (mixture of geometric isomers) was prepared from 90.D and methyl (trimethylsilyl)acetate (available from Aldrich) according to the analogous method described in Example 84.

Sources & evidence

ORD record
ord-06ccf384821b488f91ba28cb88a127c9
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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