Oxidation of carbohydrates with chromium trioxide in acetic acid. III. Synthesis of the 3-hexuloses

1972 ◽  
Vol 25 (7) ◽  
pp. 1495 ◽  
Author(s):  
SJ Angyal ◽  
ME Evans
Keyword(s):  
Acetic Acid ◽  
Chromium Trioxide ◽  
Isopropylidene Derivatives ◽  
Derivatives Of

The D-arabino, L-lyxo, and L-xylo isomers of 3-hexulose have been synthesized by oxidation, with chromium trioxide in acetic acid, of fully acetylated derivatives of 3,4-0-ethylidene-D-mannitol, 3,4-0-ethylidene-L-iditol, and 2,4-O-benzylidene-D-glucitol, respectively. The D-ribo isomer has been obtained from the L-lyxo compound by inversion at C5. The 3-hexuloses were characterized as their crystalline di-O-isopropylidene derivatives: the arabino- and ribo-hexuloses each give three diacetals. The stereochemistry of these derivatives, and of the spiro-acetals of ketoses in general, is discussed.

Oxidation of carbohydrates with chromium trioxide in acetic acid. II. Acetals. A new synthesis of ketoses

1971 ◽  
Vol 24 (6) ◽  
pp. 1219 ◽  
Author(s):  
SJ Angyal ◽  
K James
Keyword(s):  
Acetic Acid ◽  
Chromium Trioxide ◽  
Keto Form ◽  
New Synthesis ◽  
Derivatives Of

Oxidation of fully acylated methylene and benzylidene acetals of alditols with chromium trioxide in acetic acid yields fully acylated ketoses in their keto form. Derivatives of hex-3-uloses have been prepared by this method. Syntheses of 3,4-O-methylene-D-mannitol and 3,4-O-methylene-D-glucitol are described.

ON THE OXIDATION OF 1, 1, 1-TRICHLORO-2,2-BIS- (p-TOLYL) -ETHANE

1953 ◽  
Vol 31 (1) ◽  
pp. 4-8 ◽  
Author(s):  
Yvon Perron
Keyword(s):  
Acetic Acid ◽  
Sulphuric Acid ◽  
Glacial Acetic Acid ◽  
Chloral Hydrate ◽  
Chromium Trioxide ◽  
Condensation Product ◽  
Potassium Dichromate ◽  
Oxidative Degradation ◽  
Amide Derivatives ◽  
Derivatives Of

The condensation of benzene with chloral hydrate in the presence of concentrated sulphuric acid gave rise to 1,1,1-trichloro-2,2-bis-(p-tolyl)-ethane. The oxidation of this condensation product with potassium dichromate in dilute sulphuric acid at the boiling temperature yielded 1,1-dichloro-2,2-bis-(p-carboxyphenyl)-ethylene, the structure of which was shown by its oxidative degradation to 4,4′-dicarboxybenzophenone. When the oxidation of the same condensation product was carried out in the cold, with the aid of chromium trioxide in glacial acetic acid and acetic anhydride, 1,1,1-trichloro-2,2-bis-(p-carboxyphenyl)-ethane was obtained in a good yield. This last compound was converted to the dichloroethylenic-dicarboxylic acid upon refluxing with a methanolic solution of sodium hydroxide. The corresponding amide derivatives of both the dichloro and trichlorodicarboxylic acids were also prepared.

Fluorinated tricyclic neuroleptics with prolonged action: 8-Methoxy, 8-ethoxy, 8-ethylthio and 8-hydroxy derivatives of 3-fluoro-10-(4-methylpiperazino)-10,11-dihydrodibenzo[b,f]thiepin

1982 ◽  
Vol 47 (5) ◽  
pp. 1382-1391 ◽  
Author(s):  
Jiří Jílek ◽  
Josef Pomykáček ◽  
Jiřina Metyšová ◽  
Miroslav Protiva
Keyword(s):  
Acetic Acid ◽  
Polyphosphoric Acid ◽  
Prolonged Action ◽  
Substitution Reactions ◽  
Methoxy Derivative ◽  
Chloro Derivatives ◽  
Boron Tribromide ◽  
Derivatives Of ◽  
Central Depressant ◽  
Boiling Toluene

Acids IIa-c were prepared by reactions of (4-fluoro-2-iodophenyl)acetic acid with 4-methoxythiophenol, 4-ethoxythiophenol and 4-(ethylthio)thiophenol and cyclized with polyphosphoric acid in boiling toluene to dibenzo[b,f]thiepin-10(11H)-ones IIIa-c. Reduction with sodium borohydride afforded the alcohols IVa-c which were treated with hydrogen chloride and gave the chloro derivatives Va-c. Substitution reactions with 1-methylpiperazine resulted in the title compounds Ia-c out of which the methoxy derivative Ia was transformed by demethylation with boron tribromide to the phenol Id. Compounds Ia-d are very potent neuroleptics exhibiting a clear prolongation of the central depressant and some prolongation of the cataleptic activity.

ChemInform Abstract: DIHALO DERIVATIVES OF NAPHTHOSTYRIL-N-ACETIC ACID

1978 ◽  
Vol 9 (34) ◽  
Author(s):  
A. P. KARISHIN ◽  
A. A. PECHKA ◽  
N. F. GRINEVA
Keyword(s):  
Acetic Acid ◽  
Derivatives Of

ChemInform Abstract: Anionic Derivatives of Pentafluoro-λ6-sulfanyl (Fluorosulfonyl) Acetic Acid Esters.

ChemInform ◽  
2010 ◽  
Vol 25 (7) ◽  
pp. no-no
Author(s):  
R. WINTER ◽  
G. L. GARD ◽  
R. MEWS ◽  
M. NOLTEMEYER
Keyword(s):  
Acetic Acid ◽  
Derivatives Of ◽  
Acetic Acid Esters ◽  
Acid Esters

Synthesis of amino acid derivatives of indole-3-acetic acid

2005 ◽  
Vol 2005 (10) ◽  
pp. 640-642 ◽  
Author(s):  
Ying Liu ◽  
Liang Zhao ◽  
Liang Liu ◽  
Lin-Yi Wei ◽  
Lu-Hua Lai
Keyword(s):  
Acetic Acid ◽  
Amino Acid ◽  
Amino Acid Derivatives ◽  
H Nmr ◽  
Derivatives Of ◽  
Indole 3 Acetic Acid

Amino acid derivatives of a modified indole-3-acetic acid have been synthesised. Fourteen new dipeptide-like compounds 3–4 were obtained and their structures were elucidated based on the IR, 1H NMR, MS spectra.

Cyclic phosphites based on O-isopropylidene derivatives of D-mannitol

1970 ◽  
Vol 19 (7) ◽  
pp. 1580-1582
Author(s):  
O. V. Voskresenskaya ◽  
P. A. Kirpichnikov ◽  
�. T. Mukmenev
Keyword(s):  
Isopropylidene Derivatives ◽  
Derivatives Of
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