Tert-Butylamine → t-butyl ammonium (R)-3,4epoxybutyrate

HRID 1977498Notes

Reaction equation

HRID 1977498 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[OH:6][CH2:7][CH:8](S(C)(=O)=O)[C@@H:9](O)[C:10]([OH:12])=[O:11].O1C[C@H]1CC([O-])=O>>[O:6]1[CH2:7][C@H:8]1[CH2:9][C:10]([O-:12])=[O:11].[C:1]([NH3+:5])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 6385Tert-ButylamineHCID 20656327(R)-3,4-epoxybutyrateHCID 86756701(S)-4-hydroxy-3-methanesulfonyl hydroxybutyric acid

Product 1

HCID 86756703t-butyl ammonium (R)-3,4epoxybutyrate

Procedure

t-butyl amine (571mg, 7.81mmol) was added to the reacting solution of D2O containing (S)-4-hydroxy-3-methanesulfonyl hydroxybutyric acid, so prepared from Example 3 and stirred at room temperature for 4 hours. The presence of the target t-butyl anmmonium (R)-3,4-epoxybutyrate in a layer of the reacting solution was confirmed by nuclear magnetic resonance.

Workup

  1. customso prepared from Example 3

Sources & evidence

ORD record
ord-4f40966c17bc44e4a962cca66156c013
Source dataset
uspto-grants-2001_05
Patent number
US06232478B1

Reaction notes

Loading…