D-Glucopyranose, monohydrate → (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

HRID 436207

Reaction equation

HRID 436207 reaction equation
[CH2:1]([OH:12])[C@H:2]1[O:7][CH:6]([OH:8])[C@H:5]([OH:9])[C@@H:4]([OH:10])[C@@H:3]1[OH:11].O>O>[O:8]=[CH:6][C@@H:5]([C@H:4]([C@@H:3]([C@@H:2]([CH2:1][OH:12])[OH:7])[OH:11])[OH:10])[OH:9]

Participants

3

Reactant 1

HCID 5282499D-Glucopyranose, monohydrate

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Frozen flocculated cells are immersed in water or a glucose syrup. The cell mass is allowed to thaw and is gently crushed by mechanical means or stirring to give particles of approximately uniform size. This slurry is then subjected to vacuum conditions for approximately 30 minutes to remove occluded gases from the cell particles. A jacketed column of 1 inch diameter is partially filled with water or glucose syrup and the degassed slurry is then poured into the column. The packed column is heated to 60° C. and a 2 M solution of glucose having a pH of 8.0 and containing 0.004 M MgCl2.6H2O is passed through the column at flow rates which are regulated to give the degree of glucose conversion desired. Conversions ranging up to 50 percent are attainable by this process.⟧

Workup

  1. temperatureFrozen
  2. customis gently crushed by mechanical means
  3. customto give particles of approximately uniform size
  4. customto remove occluded gases from the cell particles
  5. additionA jacketed column of 1 inch diameter is partially filled with water or glucose syrup
  6. additionthe degassed slurry is then poured into the column
  7. additiona 2 M solution of glucose having a pH of 8.0 and containing 0.004 M MgCl2.6H2O

Sources & evidence

ORD record
ord-b92ec3c608a54482a1ba6d6b51c92b1c
Source dataset
uspto-grants-1977_02
Patent number
USRE029136

Linked notes

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