Overcoming the Challenges of Making a Single Enantiomer N-1 Substituted Tetrazole Prodrug Using a Tin-Mediated Alkylation and Enzymatic Resolution

2019 ◽  
Vol 23 (6) ◽  
pp. 1167-1177 ◽  
Author(s):  
Anne Akin ◽  
Mark T. Barilla ◽  
Thomas A. Brandt ◽  
John Brennan ◽  
Kevin E. Henegar ◽  
...  
Keyword(s):  
Enzymatic Resolution

scholarly journals PREPARATION OF d(-)-GLUTAMIC ACID FROM dl-GLUTAMIC ACID BY ENZYMATIC RESOLUTION

1940 ◽  
Vol 133 (3) ◽  
pp. 703-705
Author(s):  
Joseph S. Fruton ◽  
George W. Irving ◽  
Max Bergmann
Keyword(s):  
Glutamic Acid ◽  
Enzymatic Resolution

scholarly journals Lactones in the Synthesis of Prostaglandins and Prostaglandin Analogs

2021 ◽  
Vol 22 (4) ◽  
pp. 1572
Author(s):  
Constantin Tănase ◽  
Lucia Pintilie ◽  
Raluca Elena Tănase
Keyword(s):  
Biological Role ◽  
Controlled Synthesis ◽  
Side Chains ◽  
Enzymatic Resolution ◽  
Marine Mollusc ◽  
Enantioselective Reactions ◽  
The Many ◽  
Key Steps

In the total stereo-controlled synthesis of natural prostaglandins (PGs) and their structural analogs, a vast class of compounds and drugs, known as the lactones, are encountered in a few key steps to build the final molecule, as: δ-lactones, γ-lactones, and 1,9-, 1,11-, and 1,15-macrolactones. After the synthesis of 1,9-PGF2α and 1,15-PGF2α lactones, many 1,15-lactones of E2, E3, F2, F3, A2, and A3 were found in the marine mollusc Tethys fimbria and the quest for understanding their biological role stimulated the research on their synthesis. Then 1,9-, 1,11-, and 1,15-PG lactones of the drugs were synthesized as an alternative to the corresponding esters, and the first part of the paper describes the methods used for their synthesis. The efficient Corey procedure for the synthesis of prostaglandins uses the key δ-lactone and γ-lactone intermediates with three or four stereocenters on the cyclopentane fragment to link the PG side chains. The paper describes the most used procedures for the synthesis of the milestone δ-Corey-lactones and γ-Corey-lactones, their improvements, and some new promising methods, such as interesting, new stereo-controlled and catalyzed enantioselective reactions, and methods based on the chemical/enzymatic resolution of the compounds in different steps of the sequences. The many uses of δ-lactones not only for the synthesis of γ-lactones, but also for obtaining 9β-halogen-PGs and halogen-substituted cyclopentane intermediates, as synthons for new 9β-PG analogs and future applications, are also discussed.

CONFIGURATION OF ISOMERIC ALLOTHREONINES BY ENZYMATIC RESOLUTION

1950 ◽  
Vol 72 (6) ◽  
pp. 2812-2813 ◽  
Author(s):  
Jesse P. Greenstein ◽  
Leon Levintow
Keyword(s):  
Enzymatic Resolution

Designing enzymatic resolution of amines

1999 ◽  
pp. 127-128 ◽  
Author(s):  
Shuichi Takayama ◽  
Shelly T. Lee ◽  
Shang-Cheng Hung ◽  
Chi-Huey Wong
Keyword(s):  
Enzymatic Resolution

ChemInform Abstract: Enzymatic Resolution of (.+-.)-2-exo-7-syn-7-(1-Propynyl)norbornan-2-ol, a Key Synthetic Intermediate for Jasmonoids.

ChemInform ◽  
2009 ◽  
Vol 40 (16) ◽  
Author(s):  
Hiromasa Kiyota ◽  
Daisuke Nakashima ◽  
Shigefumi Kuwahara ◽  
Takayuki Oritani
Keyword(s):  
Enzymatic Resolution ◽  
Synthetic Intermediate

ChemInform Abstract: Enzymatic Resolution of Diols Derived from p-Benzoquinones.

ChemInform ◽  
2010 ◽  
Vol 32 (22) ◽  
pp. no-no
Author(s):  
Jianxin Gu ◽  
Mary J. Heeg ◽  
Carl R. Johnson
Keyword(s):  
Enzymatic Resolution

Formation of chiral tertiary homoallylic alcohols via Evans aldol reaction or enzymatic resolution and their influence on the Sharpless asymmetric dihydroxylation

Tetrahedron ◽  
2010 ◽  
Vol 66 (21) ◽  
pp. 3814-3823 ◽  
Author(s):  
Matthias Theurer ◽  
Peter Fischer ◽  
Angelika Baro ◽  
Giang Son Nguyen ◽  
Robert Kourist ◽  
...  
Keyword(s):  
Aldol Reaction ◽  
Enzymatic Resolution ◽  
Asymmetric Dihydroxylation ◽  
Homoallylic Alcohols
Sign in / Sign up

Export Citation Format

Share Document