Ethyl 2-{[tert-butyl(dimethyl)silyl]oxy}hexanoate → Dimethyl(3-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate

HRID 628934Notes

Reaction equation

HRID 628934 reaction equation
[Si:1]([O:8][CH:9]([CH2:15][CH2:16][CH2:17][CH3:18])[C:10]([O:12]CC)=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH3:19][O:20][P:21]([CH2:25]C(=O)CC(O[Si](C(C)(C)C)(C)C)CCC)(=[O:24])[O:22][CH3:23]>>[CH3:19][O:20][P:21]([CH2:25][C:10](=[O:12])[CH:9]([O:8][Si:1]([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3])[CH2:15][CH2:16][CH2:17][CH3:18])(=[O:24])[O:22][CH3:23]

Participants

3

Reactant 2

HCID 57438620Ethyl 2-{[tert-butyl(dimethyl)silyl]oxy}hexanoateHCID 131735358Dimethyl(4-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate

Product 1

HCID 131735359Dimethyl(3-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonateYield 61%

Procedure

Dimethyl (3-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate 6 (1.56 g) was prepared in 61% yield using compound 5 according to the procedures described for compound 3 (see Schemes 1 and 2).

Sources & evidence

ORD record
ord-676cf8efc20d45da8d96a5029a53b91f
Source dataset
uspto-grants-2016_04
Patent number
US09315486B2

Reaction notes

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