Separation of diastereoisomers

Details Separation of diastereoisomers Separation of diastereoisomers

2006-06-27

2006-06-27

Barts, Samuel (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

C560S191000, C568S672000, C568S682000

Reexamination Certificate

active

07067690

ABSTRACT:
Process for modifying the relative ratios of the components of a liquid starting mixture of specific diastereoisomers, containing at least two asymmetric carbon atoms comprising contacting said liquid mixture with a Lewis acid compound capable of co-ordinating a compound having at least two Lewis basic functionalities and subjecting the resulting mixture to conditions such that a reaction product, having a molar ratio between its diastereoisomeric components different from the corresponding molar ratio in the said liquid starting mixture, becomes separated from the said liquid mixture, said process being carried out using an amount of said Lewis acid not enough to co-ordinate the total amount of the diastereoisomeric components of the liquid starting mixture.This method shows an excellent balance of efficiency and easiness of procedure that cannot be reached with the physical methods of diastereoisomers separation known in the art.

REFERENCES:
patent: 1216190 (1990-12-01), None
patent: 9832727 (1998-07-01), None
patent: 0011057 (2000-03-01), None
G. W. Wheland, “Chapter 8. The Stereochemistry of Carbon;”Advanced Organic Chemistry; John Wiley & Sons, Inc., Third Edition, p. 306-319 (1960).
E. E. Eliel, “4-4. Resolution of Racemic Modifications;”Stereochemistry of Carbon Compounds; McGraw-Hill Book Company, Inc.; p. 47-86 (1962).
F. G. Bordwell, “§17.6 Diastereomers and Resolution;”Organic Chemistry; The Macmillan Company; p. 612-618 (1963).
I. S. Krull, “Chapter 6. The Liquid-Chromatographic Resolution of Enantiomers;”Advances in Chromatography; vol. 16, p. 175-210 (1978).
Y. Matsumura et al.; “Dependence of the Reactivities of Titanium Enolates on How They Are Generated: Diastereoselective Coupling of Phenylacetic Acid Esters Using Titanium Tetrachloride;”J. Org. Chem., vol. 61(8), p. 2809-2812 (1996).

Affiliated with

Also associated with

Rating

Separation of diastereoisomers does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Separation of diastereoisomers, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Separation of diastereoisomers will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3696066