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Chemical Structure| 88335-92-6 Chemical Structure| 88335-92-6

Structure of 88335-92-6

Chemical Structure| 88335-92-6

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Product Details of [ 88335-92-6 ]

CAS No. :88335-92-6
Formula : C9H14O4
M.W : 186.21
SMILES Code : O=C([C@@H]1[C@H](C(OC)=O)CCCC1)O

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Application In Synthesis of [ 88335-92-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 88335-92-6 ]

[ 88335-92-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 88335-92-6 ]
  • alcoholic NaOH-solution [ No CAS ]
  • [ 610-09-3 ]
  • 2
  • [ 610-09-3 ]
  • [ 88335-92-6 ]
  • 3
  • [ 2484-60-8 ]
  • [ 88335-92-6 ]
YieldReaction ConditionsOperation in experiment
With quinine; In acetone; at 55 - 60℃;Resolution of racemate; Step A: Synthesis of Racemic Methyl Hemiester (7?29, 30) [0198] Meso-anhydride (7) was refluxed in MeOH (10 vol. w/v) to obtain racemic mix of hemiesters (29 and 20). Racemic mixture of 29 and 30 (12.08 g) was treated with quinine (21.28 g) in acetone (225 ml) at 55-60 C. and stirred for 30 min. To this clear solution hexane was added (650 ml) and cooled to rt. while stirring for 3 hr. At this stage white solid crashed out of solution. This was filtered and dried to obtain 22 g of the quinine salt (34). The quinine salt was characterized by NMR. [0199]1 g of quinine salt (34) was taken in acetone (20 ml) and heated at 55-60 C. to obtain clear solution and this was cooled to RT while stirring overnight. White solid so obtained was filtered and dried to obtain 490 mg of pure quinine salt of acid isomer 29. The salt was neutralized with 1N HCl to obtain free acid (29) with high chiral purity (99%).
 

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