ChemInform Abstract: Epimerization of Carbohydrates and Cyclitols. Part 14. Non-Conventional...

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1999 carbohydrates carbohydrates U 0500 14 - 239 Epimerization of Carbohydrates and Cyclitols. Part 14. Non- Conventional Epimerization and Functionalization of Quinic Acid and Shikimic Acid Methyl Esters. — Methyl quinate [obtained from quinic acid (I)] and methyl shikimate (IX) are acetalated by heating with chloral/DCC generating the epi-derivatives (V) and (X), respectively. The ester group of methyl quinate reacts in part with DCC giving the spiro by-product (VI). — (FRANK, MICHAEL; MIETHCHEN, RALF; Carbohydr. Res. 313 (1998) 1, 49-53; Lehrstuhl Org. Chem., Fachber. Chem., Univ. Rostock, D-18051 Rostock, Germany; EN) 1

Transcript of ChemInform Abstract: Epimerization of Carbohydrates and Cyclitols. Part 14. Non-Conventional...

Page 1: ChemInform Abstract: Epimerization of Carbohydrates and Cyclitols. Part 14. Non-Conventional Epimerization and Functionalization of Quinic Acid and Shikimic Acid Methyl Esters.

1999 carbohydrates

carbohydratesU 0500

14 - 239Epimerization of Carbohydrates and Cyclitols. Part 14. Non-Conventional Epimerization and Functionalization of Quinic Acidand Shikimic Acid Methyl Esters. — Methyl quinate [obtained fromquinic acid (I)] and methyl shikimate (IX) are acetalated by heating withchloral/DCC generating the epi-derivatives (V) and (X), respectively. The estergroup of methyl quinate reacts in part with DCC giving the spiro by-product(VI). — (FRANK, MICHAEL; MIETHCHEN, RALF; Carbohydr. Res. 313(1998) 1, 49-53; Lehrstuhl Org. Chem., Fachber. Chem., Univ. Rostock,D-18051 Rostock, Germany; EN)

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Extraction and Chromatographic Determination of Shikimic Acid … · 2016. 5. 17. · acid, a standard solution of shikimic acid was added to Picea meyeri needle samples at three

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RIKEN PHOTOELECTRON SPECTROMETER · Acid Sulfuric acid, Nitric acid, Hydrochloric acid, Acetic acid, Acetic acid etc Gas Chlorine, Sulfurous acid, Hydrogen sulfide, Bromine, Semiconductor

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1 C: formic acid, methanoic acid 2 C’s: acetic acid, ethanoic acid 3 C’s: propionic acid, propanoic acid 4 C’s: butyric acid, butanoic acid Carboxyli c.

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Electronic Supplementary InformationS1 Electronic Supplementary Information Bio-inspired Synthesis of Rare and Unnatural Carbohydrates and Cyclitols through Strain Driven Epimerization

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CHEMICAL RESISTANCE CHART...CHEMICAL PRODUCTS Nitric Acid 1% Nitric Acid 0,5% Hydrochloric Acid 200 ppm Hydrochloric Acid 200 ppm2 Hydroluoric Acid Peracetic Acid Phosphoric Acid TEMPERATURE

CHEMICAL RESISTANCE CHART...CHEMICAL PRODUCTS Nitric Acid 1% Nitric Acid 0,5% Hydrochloric Acid 200 ppm Hydrochloric Acid 200 ppm2 Hydroluoric Acid Peracetic Acid Phosphoric Acid TEMPERATURE

Secondary metabolites derived from Shikimic acid (Phenyl … · 2021. 2. 11. · The Shikimic Acid Pathway This pathway (unique to plants) leads to the formation of the aromatic amino

Secondary metabolites derived from Shikimic acid (Phenyl … · 2021. 2. 11. · The Shikimic Acid Pathway This pathway (unique to plants) leads to the formation of the aromatic amino

Acids and Bases. Common household acids Citric acid Ethanoic acid Lactic acid Stearic acid Acetylsailicylic Acid.

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Making Circles: Recent Advance in Chemical and Enzymatic ... · formation of ambiguous polymers, epimerization, and to enhance solubility. Moreover, this method is only capable of

Making Circles: Recent Advance in Chemical and Enzymatic ... · formation of ambiguous polymers, epimerization, and to enhance solubility. Moreover, this method is only capable of

Shikimic Pathway

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Isolation and Identification of Nepetalactone … and Identification of Nepetalactone Diastereomers from ... comparison of the essential oil with the product of epimerization ...

Isolation and Identification of Nepetalactone … and Identification of Nepetalactone Diastereomers from ... comparison of the essential oil with the product of epimerization ...

Amino Acid + Amino Acid + Amino Acid Peptide linkagemagdyelnashar.com/new/images/pdf/Practical.Proteins.and.Amino... · Amino Acid + Amino Acid + Amino Acid Peptide linkage Proteins

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TM2,,,DORTI=N SHIKIRIC RCIDCU) CORYNLLIS E D M moomhhmmll · iy r F WlF WIrw J -J 4 SYNTHETIC TRANSFORMATIONS ON (-)-SHIKIMIC ACID I. INTRODUCTION (-)-Shikimic acid (1) is a natural

TM2,,,DORTI=N SHIKIRIC RCIDCU) CORYNLLIS E D M moomhhmmll · iy r F WlF WIrw J -J 4 SYNTHETIC TRANSFORMATIONS ON (-)-SHIKIMIC ACID I. INTRODUCTION (-)-Shikimic acid (1) is a natural

Complete6-Deoxy-D altro-heptoseBiosynthesisPathway from ... · Complete6-Deoxy-D-altro-heptoseBiosynthesisPathway ... no epimerization activity and only serves as a reductase to pro-duce

Complete6-Deoxy-D altro-heptoseBiosynthesisPathway from ... · Complete6-Deoxy-D-altro-heptoseBiosynthesisPathway ... no epimerization activity and only serves as a reductase to pro-duce

A Failed Late-Stage Epimerization Thwarts an Approach … · A Failed Late-Stage Epimerization Thwarts an Approach to Ineleganolide Evan J. Horn, Joel S. Silverston, and Christopher

A Failed Late-Stage Epimerization Thwarts an Approach … · A Failed Late-Stage Epimerization Thwarts an Approach to Ineleganolide Evan J. Horn, Joel S. Silverston, and Christopher

Carbocyclization of Carbohydrates to Hydroxylated …...to give the cyclohexene motif, the protected shikimic acid 7. Acid catalysed removal of the blocking groups in 7 furnished shikimic

Carbocyclization of Carbohydrates to Hydroxylated …...to give the cyclohexene motif, the protected shikimic acid 7. Acid catalysed removal of the blocking groups in 7 furnished shikimic

CS Lyases: Structure, Activity, and Applications in Analysis and … · 2014-07-22 · and the uronic acid units and epimerization of glucuronic acid residues. C5‐epimerases responsible

CS Lyases: Structure, Activity, and Applications in Analysis and … · 2014-07-22 · and the uronic acid units and epimerization of glucuronic acid residues. C5‐epimerases responsible