(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → HCID 86741040, compound

HRID 65422Notes

Reaction equation

HRID 65422 reaction equation
[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[C:13]([OH:32])(=[O:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>P([O-])([O-])([O-])=O>[C:13]([OH:32])(=[O:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4]

Participants

4

Reactant 2

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 445639Oleic Acid

Product 1

HCID 86741040HCID 86741040, compoundYield 115.4%

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

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.

Workup

  1. customwas incubated at 40° C.

Sources & evidence

ORD record
ord-e4e97b5380e7494a90a0fded01447efd
Source dataset
uspto-grants-1986_09
Patent number
US04614718

Reaction notes

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