Isopropanol → HCID 69424771, compound

HRID 1182245Notes

Reaction equation

HRID 1182245 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]([N:16]3[CH2:20][CH2:19][CH:18]([NH:21][C:22]([O:24][CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:23])[C:17]3=[O:32])[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]([N:16]3[CH2:20][CH2:19][CH:18]([NH:21][C:22]([O:24][CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:23])[C:17]3=[O:32])[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 69423988HCID 69423988, compound

Product 1

HCID 69424771HCID 69424771, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 5-(3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-isopropylsulfanylmethyloctahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester in isopropanol is treated with a solution of oxone in water. The reaction mixture is stirred at room temperature until the reaction is complete, and then water and ethyl acetate are added. 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-e944bd5af02f460dafaccce2b2db6718
Source dataset
uspto-grants-2007_10
Patent number
US07288563B2

Reaction notes

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