Methyl 3-oxo-7,11,15-trimethylhexadeca-6,10,14-trienoate → [2-Hydroxy-6,10,14-trimethylpentadeca-5,9,13-trienyl]phosphonic acid

HRID 2379524

Reaction equation

HRID 2379524 reaction equation
O=C(CCC=C(C)CCC=C(C)CCC=C(C)C)CC(OC)=O.[O:24]=[C:25]([CH2:33][CH2:34][CH:35]=[C:36]([CH3:48])[CH2:37][CH2:38][CH:39]=[C:40]([CH3:47])[CH2:41][CH2:42][CH:43]=[C:44]([CH3:46])[CH3:45])[CH2:26][P:27](=[O:32])([O:30]C)[O:28]C>>[OH:24][CH:25]([CH2:33][CH2:34][CH:35]=[C:36]([CH3:48])[CH2:37][CH2:38][CH:39]=[C:40]([CH3:47])[CH2:41][CH2:42][CH:43]=[C:44]([CH3:46])[CH3:45])[CH2:26][P:27](=[O:28])([OH:32])[OH:30]

Participants

3

Reactant 2

HCID 54245426Methyl 3-oxo-7,11,15-trimethylhexadeca-6,10,14-trienoateHCID 54462394Dimethyl [2-oxo-6,10,14-trimethylpentadeca-5,9,13-trienyl]phosphonate

Product 1

HCID 54248241[2-Hydroxy-6,10,14-trimethylpentadeca-5,9,13-trienyl]phosphonic acid

Procedure

This compound was prepared similarly by the method described in Step 2 of Example 1 except that methyl 3-oxo-7,11,15-trimethylhexadeca-6,10,14-trienoate was replaced by dimethyl [2-oxo-6,10,14-trimethyl-pentadeca-5,9,13-trienyl]phosphonate and the product from this reaction was used in the hydrolysis step similarly to the method used in Step 2 in Example 2 to give, after lyophilization, title compound as a nearly colorless gum.

Workup

  1. customThis compound was prepared similarly by the method
  2. customthe product from this reaction was used in the hydrolysis step similarly to the method
  3. customto give

Sources & evidence

ORD record
ord-6bd5426d102d42cca2c0e0acaf3da6d3
Source dataset
uspto-grants-1994_11
Patent number
US05362906

Linked notes

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