Reaction #93700

ord-e4e97b5380e7494a90a0fded01447efd

Reaction equation

O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
glucose
CCCCCCCC/C=C\CCCCCCCC(=O)O
oleic acid
→
CCCCCCCC/C=C\CCCCCCCC(=O)O.O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
glucose oleate
Yield 115.4%

Reactants

O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
glucose
CCCCCCCC/C=C\CCCCCCCC(=O)O
oleic acid

Reagents

None

Solvents

O=P([O-])([O-])[O-]
phosphate

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwas incubated at 40° C.

Procedure

To 1000 ml of a phosphate buffer having a pH 7.3 were added 3.6 g of glucose, 22.0 g of oleic acid and 4.0 g of LIPASE MY. The mixture was incubated at 40° C. with stirring for 72 hours. The reaction mixture was processed as in Example 1 and 10.67 g of glucose oleate was obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04614718uspto-grants-1986_09