Tetrahydrofuran → AzeOH D-tartrate

HRID 1586268Notes

Reaction equation

HRID 1586268 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].O1CCCC1>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 8028TetrahydrofuranHCID 17288Azetidinecarboxylic AcidHCID 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), tetrahydrofuran (5.5 g) and water (4.5 g) to yield 3.9 g (109%, as calculated from the theoretical yield) of L-AzeOH-D-tartrate with a d.e. of 65%.

Workup

  1. customto yield 3.9 g (109%

Sources & evidence

ORD record
ord-d179819f018c42a680a31d33c21930d9
Source dataset
uspto-grants-1999_08
Patent number
US05942630

Reaction notes

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