(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → Levoglucosan

HRID 516272Notes

Reaction equation

HRID 516272 reaction equation
O=[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]>OS(O)(=O)=O>[CH2:11]1[O:12][C@@H:2]2[O:10][C@H:9]1[C@@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]2[OH:4]

Participants

3

Reactant 1

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

Product 1

HCID 2724705Levoglucosan

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
90 °C

Procedure

Prior to the glucose determination, the maltodextrins and the various copolymers were hydrolysed following the following sulfuric acid procedure. About 500 mg sample was weighed in an acid digestion bomb equipped with 30 ml teflon insert (Parr Instruments) and diluted with 1 ml 70% H2SO4 followed by addition of approximately 3 ml of distilled (milliQ) water. The mixture was heated to 90° C. for about 5 hours. This hydrolysis was carried out in duplicate for all samples.

Workup

  1. additionfollowed by addition of approximately 3 ml
  2. distillationof distilled (milliQ) water

Sources & evidence

ORD record
ord-bc9d456af2124ba1b3af295ed003b110
Source dataset
uspto-grants-2015_08
Patent number
US09109068B2

Reaction notes

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