Reacción #1519118

ord-aac7c92818d24f2fadbda2a899388737

Ecuación de reacción

CCCC[C@@H](C(=O)O)[C@H](O)C(=O)O
(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid
Cc1ccc(S(=O)(=O)O)cc1
p-TSA
CCCCC(C(=O)O)C1OC(C)(C)OC1=O
2-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with brine
  2. 2
    Secadodried (Na2SO4)
  3. 3
    Otropurified by silica gel chromatography

Procedimiento

To a solution of (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid B-4 (300 mg, 1.58 mmol) in 2,2-dimethoxypropane (10 mL) is added p-TSA (20 mg) and the reaction is stirred at rt for 16 hours. The solution is diluted with DCM and washed with brine, dried (Na2SO4) and then purified by silica gel chromatography to afford 1.2 mmol 2-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid B-5.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07612059B2uspto-grants-2009_11