Method for conversion of .beta.-hydroxy carbonyl compounds
Abstract
A process is disclosed for conversion of salts of .beta.-hydroxy carbonyl compounds forming useful conversion products including, e.g., .alpha.,.beta.-unsaturated carbonyl compounds and/or salts of .alpha.,.beta.-unsaturated carbonyl compounds. Conversion products find use, e.g., as feedstock and/or end-use chemicals.
- Inventors:
-
- Richland, WA
- Kennewick, WA
- Issue Date:
- Research Org.:
- Method for conversion of .beta.-hydroxy carbonyl compounds
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1014395
- Patent Number(s):
- 7687661
- Application Number:
- US Patent Application 11/377,096
- Assignee:
- Battelle Memorial Institute (Richland, WA)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
- DOE Contract Number:
- AC06-76RL01830
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Lilga, Michael A, White, James F, Holladay, Johnathan E, Zacher, Alan H, Muzatko, Danielle S, and Orth, Rick J. Method for conversion of .beta.-hydroxy carbonyl compounds. United States: N. p., 2010.
Web.
Lilga, Michael A, White, James F, Holladay, Johnathan E, Zacher, Alan H, Muzatko, Danielle S, & Orth, Rick J. Method for conversion of .beta.-hydroxy carbonyl compounds. United States.
Lilga, Michael A, White, James F, Holladay, Johnathan E, Zacher, Alan H, Muzatko, Danielle S, and Orth, Rick J. Tue .
"Method for conversion of .beta.-hydroxy carbonyl compounds". United States. https://www.osti.gov/servlets/purl/1014395.
@article{osti_1014395,
title = {Method for conversion of .beta.-hydroxy carbonyl compounds},
author = {Lilga, Michael A and White, James F and Holladay, Johnathan E and Zacher, Alan H and Muzatko, Danielle S and Orth, Rick J},
abstractNote = {A process is disclosed for conversion of salts of .beta.-hydroxy carbonyl compounds forming useful conversion products including, e.g., .alpha.,.beta.-unsaturated carbonyl compounds and/or salts of .alpha.,.beta.-unsaturated carbonyl compounds. Conversion products find use, e.g., as feedstock and/or end-use chemicals.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2010},
month = {3}
}
Works referenced in this record:
A Study of some rare Earth Compounds.
journal, May 1917
- Grant, A. J.; James, C.
- Journal of the American Chemical Society, Vol. 39, Issue 5
Preparation of acetamide by the action of ammonium hydroxide and ethyl acetate
journal, November 1907
- Phelps, I. K.; Phelps, M. A.
- American Journal of Science, Vol. s4-24, Issue 143
Novel stereospecific dehydration of β-hydroxy-α-amino acids using Martin's sulfurane
journal, November 2002
- Yokokawa, Fumiaki; Shioiri, Takayuki
- Tetrahedron Letters, Vol. 43, Issue 48
Stereospecific introduction of double bounds via thermolysis of .beta.-lactones
journal, March 1972
- Adam, Waldemar; Baeza, Jaime; Liu, Ju-Chao
- Journal of the American Chemical Society, Vol. 94, Issue 6
Polymer-supported alkyl azodicarboxylates for Mitsunobu reactions
journal, May 1989
- Arnold, Lee D.; Assil, Hanaa I.; Vederas, John C.
- Journal of the American Chemical Society, Vol. 111, Issue 11
362. The dehydration of β-hydroxy-esters
journal, January 1932
- Kon, G. A. R.; Nargund, K. S.
- J. Chem. Soc., Vol. 0, Issue 0
Bildung von Acetamid aus essigsaurem Ammoniak
journal, January 1858
- Kündig,
- Annalen der Chemie und Pharmacie, Vol. 105, Issue 3, p. 277-278
Synthesis of the stereoisomers of a novel antibacterial agent and interpretation of their relative activities in terms of a theoretical model of the penicillin receptor
journal, April 1994
- Wolfe, Saul; Zhang, Caijun; Johnston, Blair D.
- Canadian Journal of Chemistry, Vol. 72, Issue 4
Studies on the Stability of Amides. IV. Intramolecular Hydroxyl Group Participation in the Acidic Hydrolysis of Aliphatic Amides
journal, January 1972
- Yamana, Tsukinaka; Tsuji, Akira; Mizukami, Yuzo
- CHEMICAL & PHARMACEUTICAL BULLETIN, Vol. 20, Issue 6
Conversion of serine .beta.-lactones to chiral .alpha.-amino acids by copper-containing organolithium and organomagnesium reagents
journal, July 1987
- Arnold, Lee D.; Drover, John C. G.; Vederas, John C.
- Journal of the American Chemical Society, Vol. 109, Issue 15
Mechanism of formation of serine β-lactones by Mitsunobu cyclization: synthesis and use of L -serine stereospecifically labelled with deuterium at C-3
journal, April 1986
- Ramer, Shawn E.; Moore, Richard N.; Vederas, John C.
- Canadian Journal of Chemistry, Vol. 64, Issue 4
Ueber die Darstellung der Amide einbasischer Säuren der aliphatischen Reihe
journal, January 1882
- Hofmann, A. W.
- Berichte der deutschen chemischen Gesellschaft, Vol. 15, Issue 1
Ueber einige Derivate des Kyanmethins
journal, January 1885
- Keller, Paul
- Journal f�r Praktische Chemie, Vol. 31, Issue 1
CATALYSIS OF THE FORMATION AND HYDROLYSIS OF ACETAMIDE BY ACETIC ACID 1
journal, October 1922
- Noyes, William A.; Goebel, Walter F.
- Journal of the American Chemical Society, Vol. 44, Issue 10
Conversion of serine to stereochemically pure .beta.-substituted .alpha.-amino acids via .beta.-lactones
journal, November 1985
- Arnold, Lee D.; Kalantar, Thomas H.; Vederas, John C.
- Journal of the American Chemical Society, Vol. 107, Issue 24
A New Synthetic Route to β-Unsubstituted β-Lactones by Intramolecular Cyclization
journal, June 2000
- Alexandre, François-René; Legoupy, Stéphanie; Huet, François
- Tetrahedron, Vol. 56, Issue 24
Carbonyl Reactions. VI. Evidence for Alternate Mechanisms for the Dehydration of β-Hydroxy Ketones 1
journal, October 1958
- Noyce, Donald S.; Reed, Wilmer L.
- Journal of the American Chemical Society, Vol. 80, Issue 20
Chapter 4 Four-membered ring systems
book, January 1998
- Parrick, J.; Mehta, L. K.
- Progress in Heterocyclic Chemistry
Synthesis, conformational analysis and biological activities of lanthionine analogs of a cell adhesion modulator
journal, January 2001
- Li, Haitao; Jiang, Xiaohui; Goodman, Murray
- Journal of Peptide Science, Vol. 7, Issue 2
The Production of Acylamines by the Interaction of Sodium Salts of Monobasic Acids and Amine Hydrochlorides.
journal, August 1902
- Dunlap, Frederick L.
- Journal of the American Chemical Society, Vol. 24, Issue 8
Solubilities of some Normal Aliphatic Amides, Anilides, and N,N-Diphenylamides
journal, September 1943
- Ralston, A. W.; Hoerr, C. W.; Pool, W. O.
- The Journal of Organic Chemistry, Vol. 08, Issue 5
Facile Chemoselective Synthesis of Dehydroalanine-Containing Peptides †
journal, November 2000
- Okeley, Nicole M.; Zhu, Yantao; van der Donk, Wilfred A.
- Organic Letters, Vol. 2, Issue 23
Synthesis and Structure of ( E )-3-Phenylmethylene-2-oxetanone: Comments on the Stability of Methylene β-Lactones
journal, January 1990
- Campi, Eva M.; Dyall, Kenneth; Fallon, Gary
- Synthesis, Vol. 1990, Issue 09
β-Propiolactone. I. Polymerization Reactions
journal, March 1948
- Gresham, T. L.; Jansen, J. E.; Shaver, F. W.
- Journal of the American Chemical Society, Vol. 70, Issue 3
The α,β,γ-Triphenylbutyric Acids and Related Compounds 1
journal, December 1944
- Crawford, H. Marjorie; Davidson, Jean Clarke; Plunkett, Mary Alys
- Journal of the American Chemical Society, Vol. 66, Issue 12
Preparation and application ofO-amino-serine, Ams, a new building block in chemoselective ligation chemistry
journal, December 1999
- Spetzler, Jane C.; Hoeg-Jensen, Thomas
- Journal of Peptide Science, Vol. 5, Issue 12, p. 582-592
Synthesis and structural analysis of dehydrophenylalanine cyclophanes
journal, January 2002
- Gibson (née Thomas), Susan E.; Jones, Jerome O.; Kalindjian, S. Barret
- Chem. Commun., Issue 17
Reaction of N-trityl amino acids with BOP: Efficient synthesis of t-butyl esters as well as N-trityl serine- and threonine-β-lactones
journal, June 1996
- Sliedregt, Karen M.; Schouten, Arie; Kroon, Jan
- Tetrahedron Letters, Vol. 37, Issue 24
A new and efficient preparation of α,β-dehydroamino acids
journal, May 1995
- Goodall, Karen; Parsons, Andrew F.
- Tetrahedron Letters, Vol. 36, Issue 18
The Preparation of Aliphatic Amides
journal, May 1931
- Mitchell, James A.; Reid, E. Emmet.
- Journal of the American Chemical Society, Vol. 53, Issue 5
Total synthesis of somamide A, an Ahp (3-amino-6-hydroxy-2-piperidone)-containing cyclic depsipeptide
journal, November 2002
- Yokokawa, Fumiaki; Shioiri, Takayuki
- Tetrahedron Letters, Vol. 43, Issue 48