Ethyl Acetate → 5-(2-Hexyl-indol-1-yl)-3(R)-methyl-5-oxo-pentanoic acid

HRID 2406640Notes

Reaction equation

HRID 2406640 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][CH:5]([CH3:24])[CH2:6][C:7]([N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[C:10]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:8].[Cl-].[NH4+].C(OCC)(=O)C>CCCCCC>[CH2:18]([C:10]1[N:9]([C:7](=[O:8])[CH2:6][C@@H:5]([CH3:24])[CH2:4][C:3]([OH:25])=[O:2])[C:17]2[C:12]([CH:11]=1)=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 66643978HCID 66643978, compound

Product 1

HCID 498045785-(2-Hexyl-indol-1-yl)-3(R)-methyl-5-oxo-pentanoic acid

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To a solution of 5-(2-hexyl-indol-1-yl)-3-methyl-5-oxo-pentanoic acid methyl ester in hexane and buffer was added lipase and was stirred for 24 hours. The reaction mixture was treated with saturated ammonium chloride and ethyl acetate. The product was purified by column chromatography.

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-7f114e99a5ec4d719ff0bf3f58f5fd31
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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