Ethyl Acetate → HCID 54306572, compound

HRID 2186499Notes

Reaction equation

HRID 2186499 reaction equation
[N:1]([CH2:4][C@H:5]([O:12]C(=O)C)[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N+]=[N-].[C:16](OCC)(=[O:18])[CH3:17]>[Pd]>[C:16]([NH:1][CH2:4][C@H:5]([OH:12])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 53650499Ethyl (R)-4-Azido-3-Acetoxybutyrate

Product 1

HCID 54306572HCID 54306572, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a 200 ml autoclave were charged 4.50 g (20.9 mmol) of ethyl (R)-4-azido-3-acetoxybutyrate, 0.02 g of 5% Pd—C, and 5 ml of ethyl acetate, and the mixture was stirred at room temperature under a hydrogen pressure of 1000 KPa overnight. The catalyst was removed for concentration to give 3.20 g (81%) of the title compound.

Workup

  1. customThe catalyst was removed for concentration

Sources & evidence

ORD record
ord-eae6768257f54157ae63cba32e021406
Source dataset
uspto-grants-2002_06
Patent number
US06403804B1

Reaction notes

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