L-Valine → N-Carbethoxy-L-valine

HRID 2394166Notes

Reaction equation

HRID 2394166 reaction equation
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4].Cl[C:10]([O:12][CH2:13][CH3:14])=[O:11]>[OH-].[Na+].O1CCOCC1>[CH2:13]([O:12][C:10]([NH:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4])=[O:11])[CH3:14]

Participants

5

Reactant 2

HCID 6287L-ValineHCID 10928Ethyl chloroformate

Product 1

HCID 13221302N-Carbethoxy-L-valine

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound is prepared, in analogy with Example 30a), from L-valine in 2N NaOH and dioxane using ethyl chloroformate (Fluka, Buchs, Switzerland), and subjected to further processing without purification.

Workup

  1. customsubjected to further processing without purification

Sources & evidence

ORD record
ord-03ee8378ca3644499a5d5755489097e6
Source dataset
uspto-grants-1998_09
Patent number
US05807891

Reaction notes

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