Azetidinecarboxylic Acid → AzeOH D-tartrate

HRID 1586269Notes

Reaction equation

HRID 1586269 reaction equation
[NH:1]1[CH2:7][CH2:6][CH:2]1[C:3]([OH:5])=[O:4].[C:8]([OH:17])(=[O:16])[C@H:9]([C@@H:11]([C:13]([OH:15])=[O:14])[OH:12])[OH:10].O1CCOCC1>O>[NH:1]1[CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4].[C:13]([C@H:11]([C@@H:9]([C:8]([O-:17])=[O:16])[OH:10])[OH:12])([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 17288Azetidinecarboxylic AcidHCID 312751,4-DioxaneHCID 439655D-Tartaric acid

Product 1

HCID 131721350AzeOH D-tartrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The method described in Example 1 above was followed using DL-AzeOH (2.9 g; 29 mmol), D-tartaric acid (4.3 g; 29 mmol), 1,4-dioxane (5.5 g) and water (4.5 g) to yield 3.4 g (109%, as calculated from the theoretical yield) of L-AzeOH-D-tartrate with a d.e. of 73%.

Workup

  1. customto yield 3.4 g (109%

Sources & evidence

ORD record
ord-5d5b82a147df4312b7eea6c8f98f42a0
Source dataset
uspto-grants-1999_08
Patent number
US05942630

Reaction notes

Loading…