Decanoyl chloride → Glucose monocaprinate

HRID 1031226Notes

Reaction equation

HRID 1031226 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](Cl)(=[O:23])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>N1C=CC=CC=1>[C:13]([OH:23])(=[O:1])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[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 66982Decanoyl chlorideHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 86745735Glucose monocaprinate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Glucose and linear decanoic acid chloride were reacted in pyridine solvent at a reaction temperature of 60° C. for about 30 min. to obtain a crude product of glucose decanoate.

Sources & evidence

ORD record
ord-d7ee0de751194bfebce15b648a5f63a3
Source dataset
uspto-grants-1992_04
Patent number
US05109127

Reaction notes

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