Oxygen → D-Arabinonic acid

HRID 399141

Reaction equation

HRID 399141 reaction equation
O=C[C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[O:13]=O>CO>[O:13]=[C:3]([OH:4])[C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6]

Participants

4

Reactant 2

HCID 977OxygenHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 122045D-Arabinonic acidYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As a comparative example, it will be noted that Vuorinen et al. (Starke, 43 No. 5, pp. :94-198), in carrying out the oxidation of glucose without methanol, had to use a pressure of pure oxygen of 26 bar in order to obtain an arabinonic acid yield of 78% only with 3.5% and 6.5% impurities consisting of glyceric acid and glycolic acid respectively.

Sources & evidence

ORD record
ord-384a7180a7be4d18a903534858b1c767
Source dataset
uspto-grants-1998_10
Patent number
US05817780

Linked notes

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