Ethyl Acetate → HCID 86752529, compound

HRID 1289251Notes

Reaction equation

HRID 1289251 reaction equation
C(OC([NH:11][C@@H:12]([CH2:17][CH2:18][C:19]1[N:23]([CH2:24]C(=C=O)OC)[N:22]=[N:21][N:20]=1)[C:13]([O:15][CH3:16])=[O:14])=O)C1C=CC=CC=1.[C:30]([O:33][CH2:34]C)(=[O:32])[CH3:31]>[Pd]>[NH2:11][C@@H:12]([CH2:17][CH2:18][C:19]1[N:23]([CH2:24][CH2:31][C:30]([O:33][CH3:34])=[O:32])[N:22]=[N:21][N:20]=1)[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 86752530HCID 86752530, compound

Product 1

HCID 86752529HCID 86752529, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
24 °C

Procedure

To a solution of methyl (2S)-2-(benzyloxycarbonylamino)-4-[1-(2-methoxy-carbonylethyl) tetrazol-5-yl]butyrate (0.233 g, 0.575 mmol) in ethyl acetate (25 ml) was added 10% Pd/C. (0.045 g). The resulting black mixture was degassed and then stirred at 24° C. for 4 hours under hydrogen. The catalyst was removed by filtration and the filtrate was concentrated in vacuo to a colourless viscous oil that dried in vacuo over phosphorous pentoxide. There was thus obtained methyl (2S)-2-amino-4-[1-(2-methoxycarbonylethyl)tetrazol-5-yl]butyrate (0.146 g, 94%) as a colourless viscous oil. This was used in the next step without any further purification.

Workup

  1. customThe resulting black mixture was degassed
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo to a colourless viscous oil
  4. dry with materialthat dried in vacuo over phosphorous pentoxide
  5. customThis was used in the next step without any further purification

Sources & evidence

ORD record
ord-c923ff1437c546b8930e210b393640b3
Source dataset
uspto-grants-1998_05
Patent number
US05747499

Reaction notes

Loading…