Isopropanol → HCID 69224549, compound

HRID 130379Notes

Reaction equation

HRID 130379 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]2[CH:13]([CH2:33]SC(C)C)[CH:14]([NH:16][C:17](=[O:32])[CH2:18][NH:19][C:20](=[O:31])[C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=3)[CH2:15][CH:10]2[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O[O:39][S:40]([O-:42])=O.[K+].C(OCC)(=O)C.[CH:50](O)([CH3:52])[CH3:51]>O>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]2[CH:13]([CH2:33][S:40]([CH:50]([CH3:52])[CH3:51])(=[O:42])=[O:39])[CH:14]([NH:16][C:17](=[O:32])[CH2:18][NH:19][C:20](=[O:31])[C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:29])([F:30])[F:28])[CH:22]=3)[CH2:15][CH:10]2[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 8857Ethyl AcetateHCID 23707502Potassium hydroxy sulfiteHCID 69224769HCID 69224769, compound

Product 1

HCID 69224549HCID 69224549, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 4-isopropylsulfanylmethyl-5-[2-(3-trifluoromethylbenzoylamino)acetylamino]octahydrocyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester in isopropanol is treated with a solution of Oxone in water, and the mixture is stirred at room temperature until the reaction is complete. Water and ethyl acetate are added, and the organic layer is separated, dried over sodium sulfate and concentrated under vacuum providing the title product.

Workup

  1. customthe organic layer is separated
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-ef36f708c59f4ee0b4e8df573c43332d
Source dataset
uspto-grants-2008_06
Patent number
US07381738B2

Reaction notes

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