Ethyl 6-((tert-butyldimethylsilyl)oxy)hexanoate → Dimethyl(3-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate

HRID 628938Notes

Reaction equation

HRID 628938 reaction equation
[Si:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]C(OCC)=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH3:19][O:20][P:21]([CH2:25][C:26](=[O:40])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:26](=[O:40])[CH:9]([O:8][Si:1]([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3])[CH2:10][CH2:11][CH2:12][CH3:13])(=[O:24])[O:22][CH3:23]

Participants

3

Reactant 2

HCID 125473289Ethyl 6-((tert-butyldimethylsilyl)oxy)hexanoateHCID 131735358Dimethyl(4-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate

Product 1

HCID 131735359Dimethyl(3-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonateYield 60%

Procedure

Dimethyl(3-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate 9 (1.55 g) was prepared in 60% yield using compound 8 according to the procedures described for compound 3 (see Schemes 1-3).

Sources & evidence

ORD record
ord-16f0e30ac6db4cef83fe2aee21b5f561
Source dataset
uspto-grants-2016_04
Patent number
US09315486B2

Reaction notes

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