HCID 86596903, compound → HCID 68767068, compound

HRID 1455459Notes

Reaction equation

HRID 1455459 reaction equation
[CH:1]([O:4][CH:5]1[CH2:10][CH2:9][C@H:8]([NH:11]C(=O)OCC2C=CC=CC=2)[C@H:7]([CH2:22][S:23]([CH:26]([CH3:28])[CH3:27])(=[O:25])=[O:24])[CH2:6]1)([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[CH:1]([O:4][CH:5]1[CH2:10][CH2:9][C@H:8]([NH2:11])[C@H:7]([CH2:22][S:23]([CH:26]([CH3:28])[CH3:27])(=[O:24])=[O:25])[CH2:6]1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 86596903HCID 86596903, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68767068HCID 68767068, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A sample of benzyl (1S,2R)-4-isopropoxy-2-(isopropylsulfonylmethyl)cyclohexylcarbamate (7.73 g, 18.8 mMol) and Pd/C (2 g) were taken in MeOH (250 mL) and stirred at rt under 50 psi hydrogen. After 2.5 h the reaction was filtered through Celite with EtOAc. The resulting solution was concentrated and dried in vacuo to yield (1S,2R)-4-isopropoxy-2-(isopropylsulfonylmethyl)cyclohexanamine as a clear oil which was used without any further purification.

Workup

  1. filtrationAfter 2.5 h the reaction was filtered through Celite with EtOAc
  2. concentrationThe resulting solution was concentrated
  3. customdried in vacuo

Sources & evidence

ORD record
ord-d5dcb6b9d8db42ae9e32ef258dcf5600
Source dataset
uspto-grants-2009_01
Patent number
US07482335B2

Reaction notes

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