Water → HCID 15327600, compound

HRID 2254148Notes

Reaction equation

HRID 2254148 reaction equation
O.[CH3:2][C:3]1[NH:4][C:5]([CH3:32])=[C:6]([C:21]([O:23][CH2:24][O:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[O:22])[CH:7]([CH3:20])[C:8]=1[C:9]([O:11]COC(=O)C(C)(C)C)=[O:10]>C(OC(C)C)(C)C>[CH3:2][C:3]1[NH:4][C:5]([CH3:32])=[C:6]([C:21]([O:23][CH2:24][O:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[O:22])[CH:7]([CH3:20])[C:8]=1[C:9]([OH:11])=[O:10]

Participants

4

Reactant 2

HCID 962WaterHCID 15327599HCID 15327599, compound

Product 1

HCID 15327600HCID 15327600, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

In 30 ml of isopropyl ether saturated with water was dissovled 1.32 g of the bis(pivaloyloxymethyl) 1,4-dihydro -2,4,6-trimethyl-3,5-pyridinedicarboxylate obtained in Example 18, and 300 mg of Lipase B was added thereto, followed by stirring at room temperature for 8 horus. Any insoluble matter was removed by filtration and washed with acetone. The filtrate was concentrated under reduce dpressure. The residue was subjected to silica gel column chromatography (ethyl acetate/hexane=1/3) to obtain 741 mg (yield: 76%) of (+)-1,4-dihydro -2,4,6-trimethyl-5-pivaloyloxymethoxycarbonyl -3-pyridinecarboxylic acid as a pale yellow crystal.

Workup

  1. additionwas added
  2. customAny insoluble matter was removed by filtration
  3. washwashed with acetone
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-a1f0c609aa664d19ae4c69d620c860e6
Source dataset
uspto-grants-1993_08
Patent number
US05234821

Reaction notes

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