HCID 118036275, compound → (4R,5R)-5-Amino-2,2-dimethyloxan-4-ol

HRID 56434Notes

Reaction equation

HRID 56434 reaction equation
[CH3:1][C:2]1([CH3:18])[CH2:7][C@@H:6]([OH:8])[C@H:5]([NH:9][C@@H](C2C=CC=CC=2)C)[CH2:4][O:3]1>[Pd].CO>[NH2:9][C@@H:5]1[CH2:4][O:3][C:2]([CH3:18])([CH3:1])[CH2:7][C@H:6]1[OH:8]

Participants

4

Reactant 1

HCID 118036275HCID 118036275, compound

Product 1

HCID 118036559(4R,5R)-5-Amino-2,2-dimethyloxan-4-olYield 157.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (4R,5R)-2,2-dimethyl-5-((R)-1-phenylethylamino)-tetrahydro-2H-pyran-4-ol (600 mg, 2.40 mmol) and 10% palladium on carbon (100 mg) in methanol (50 mL) was stirred at room temperature under hydrogenation overnight. After that, the mixture was filtered through a pad of celite, and the filtrate was concentrated to afford the title compound (550 mg, crude) as a yellow oil, which was used directly for the next step without further purification.

Workup

  1. filtrationAfter that, the mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-509482dd6e424ccf99a3b7ed99fde9f4
Source dataset
uspto-grants-2016_09
Patent number
US09434700B2

Reaction notes

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