Tert-Butanesulfinamide → HCID 87498688, compound

HRID 1867608Notes

Reaction equation

HRID 1867608 reaction equation
[CH3:1][C:2]([S:5]([NH2:7])=[O:6])([CH3:4])[CH3:3].[C:8]([O:12][C:13]([N:15]([CH2:32][CH:33]=O)[CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])[CH2:18][CH2:17]1)=[O:14])([CH3:11])([CH3:10])[CH3:9]>ClC(Cl)C>[C:8]([O:12][C:13]([N:15]([CH2:32]/[CH:33]=[N:7]/[S:5]([C:2]([CH3:4])([CH3:3])[CH3:1])=[O:6])[CH:16]1[CH2:17][CH2:18][N:19]([C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])[CH2:20][CH2:21]1)=[O:14])([CH3:11])([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 3382465Tert-ButanesulfinamideHCID 86620350HCID 86620350, compound

Product 1

HCID 87498688HCID 87498688, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
50 °C

Procedure

2-Methyl-2-propanesulfinamide (212 mg, 1.753 mmol) and cupric sulfate monohydrate (849 mg, 4.78 mmol) were added to a solution of benzyl 4-[(tert-butoxycarbonyl)(2-oxoethyl)amino]piperidine-1-carboxylate (600 mg, 1.59 mmol) in dichloroethane (15 mL) and was heated at 50° C. After 18 h, the reaction was filtered, concentrated, and purified by silica gel chromatography chromatography (75%-95% ethyl acetate/hexanes) to give the title compound (400 ing). MS 380.24 (M+1-boc group)

Workup

  1. filtrationthe reaction was filtered
  2. concentrationconcentrated
  3. custompurified by silica gel chromatography chromatography (75%-95% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-09b19a6c6353407c874449f6d0fc65ba
Source dataset
uspto-grants-2009_12
Patent number
US07632832B2

Reaction notes

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