HCID 15006861, compound → HCID 15342880, compound

HRID 248318Notes

Reaction equation

HRID 248318 reaction equation
[C:1]([NH:18][C:19]1[CH:25]=[C:24]([OH:26])[CH:23]=[CH:22][C:20]=1[OH:21])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(OCC)(=O)C.[O-2].[O-2].[Mn+4]>[C:1]([NH:18][C:19]1[C:20](=[O:21])[CH:22]=[CH:23][C:24](=[O:26])[CH:25]=1)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 1

HCID 15006861HCID 15006861, compound

Product 1

HCID 15342880HCID 15342880, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

30 g of (7-2) thus obtained was dissolved in 600 ml of ethyl acetate. 60 g of manganese dioxide was then added to the solution. The reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was filtered off at an elevated temperature, and the filtrate was then concentrated. The concentrate was recrystallized from acetonitrile to obtain 27 g of the desired compound.

Workup

  1. filtrationThe reaction mixture was filtered off at an elevated temperature
  2. concentrationthe filtrate was then concentrated
  3. customThe concentrate was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-b724cef0279d49cbb238db3bf24bef4b
Source dataset
uspto-grants-1993_05
Patent number
US05210012

Reaction notes

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