Kasugamycin hydrochloride → An inositol

HRID 1251621Notes

Reaction equation

HRID 1251621 reaction equation
C[C@H]1O[C@H]([O:8][CH:9]2[C@@H:14]([OH:15])[C@@H:13]([OH:16])[CH:12]([OH:17])[C@H:11]([OH:18])[C@H:10]2[OH:19])[C@@H](N)C[C@@H]1N=C(N)C(O)=O.Cl>O>[CH:9]1([OH:8])[CH:10]([OH:19])[CH:11]([OH:18])[CH:12]([OH:17])[CH:13]([OH:16])[CH:14]1[OH:15]

Participants

3

Reactant 1

HCID 88045Kasugamycin hydrochloride

Product 1

HCID 892An inositolYield 15%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

Kasugamycin hydrochloride (1 g), 5 mL deionized H2O and Diaion™ SK 116 resin (6 g) were combined and heated 4 h at 85° C., and then at 100° C. for 3 h. The catalyst was removed by filtration through a course scintered glass funnel and washed with deionized H2O (20 mL). The mixture was purified as above, using ion exchange resins and charcoal, yielding D-chiro-inositol (15%).

Workup

  1. customThe catalyst was removed by filtration through a course
  2. washwashed with deionized H2O (20 mL)
  3. customThe mixture was purified as above,

Sources & evidence

ORD record
ord-ac45ec86dee24ca68aa5c8edcf26b7ba
Source dataset
uspto-grants-2002_01
Patent number
US06342645B2

Reaction notes

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