HCID 22850138, compound → HCID 22850136, compound

HRID 865844Notes

Reaction equation

HRID 865844 reaction equation
[N:1]([CH2:4][C@@H:5]([OH:15])[CH2:6][P:7]([CH3:14])(=[O:13])[O:8][CH2:9][CH:10]([CH3:12])[CH3:11])=[N+]=[N-].[H][H]>C(O)C.[Pd]>[NH2:1][CH2:4][C@@H:5]([OH:15])[CH2:6][P:7]([CH3:14])(=[O:13])[O:8][CH2:9][CH:10]([CH3:12])[CH3:11]

Participants

5

Reactant 2

HCID 22850138HCID 22850138, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22850136HCID 22850136, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2.2 g of isobutyl P-[3-azido-2(R)-hydroxy-propyl]-P-methyl-phosphinate in 25 ml of ethanol is added 0.25 g of 5% palladium on charcoal. The resulting mixture is hydrogenated at 1 bar until hydrogen uptake ceases. The mixture is then filtered and the filtrate evaporated to give isobutyl P-[3-amino-2(R)-hydroxy-propyl]-P-methyl-phosphinate as a viscous oil, 31P-NMR spectrum: δ=+55.6 and +54.6 ppm (CDCl3), [α]D25 =-9.9 (0.66% in ethanol).

Workup

  1. filtrationThe mixture is then filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-610d3aa7a3fe40228b7d35352c264c47
Source dataset
uspto-grants-1996_10
Patent number
US05567840

Reaction notes

Loading…