Synthesis of 8-deoxy-D-erythro-D-galacto-octose. Determination of the configuration of two octenoses

1969 ◽  
Vol 47 (15) ◽  
pp. 2871-2874 ◽  
Author(s):  
D. G. Lance ◽  
W. A. Szarek ◽  
J. K. N. Jones ◽  
G. B. Howarth
Keyword(s):  
Methyl Derivative ◽  
Acid Catalyzed ◽  
Hydrolysis Of

The preparation of 8-deoxy-1,2:3,4-di-O-isopropylidene-D-erythro-α-D-galacto-octopyranose (2) from two octenoses is described. The structure of 2 was established by degradation of its di-O-methyl derivative to 1-deoxy-2,3-di-O-methyl-L-erythritol. This work permits the assignment of configuration to the octenoses. Acid-catalyzed hydrolysis of 2 gave a new higher-carbon sugar, 8-deoxy-D-erythro-D-galacto-octose (4). The synthesis of 1-deoxy-2,3-di-O-methyl-L-threitol and 1-deoxy-2,3-di-O-methyl-D-erythritol is reported.

Benzyl ethers of methyl α-D-glucopyranoside

1980 ◽  
Vol 45 (7) ◽  
pp. 1959-1963 ◽  
Author(s):  
Dušan Joniak ◽  
Božena Košíková ◽  
Ludmila Kosáková
Keyword(s):  
Kinetic Study ◽  
Spectrophotometric Determination ◽  
Reductive Cleavage ◽  
Ether Bond ◽  
Benzyl Ethers ◽  
Acid Catalyzed ◽  
Model Substances ◽  
Hydrolysis Of

Methyl 4-O-(3-methoxy-4-hydroxybenzyl) and methyl 4-O-(3,5-dimethoxy-4-hydroxybenzyl)-α-D-glucopyranoside and their 6-O-isomers were prepared as model substances for the ether lignin-saccharide bond by reductive cleavage of corresponding 4,6-O-benzylidene derivatives. Kinetic study of acid-catalyzed hydrolysis of the compounds prepared was carried out by spectrophotometric determination of the benzyl alcoholic groups set free, after their reaction with quinonemonochloroimide, and it showed the low stability of the p-hydroxybenzyl ether bond.

scholarly journals Structure Determination of Two New Monocillin I Derivatives

2010 ◽  
Vol 5 (5) ◽  
pp. 1934578X1000500
Author(s):  
Jixun Zhan ◽  
E. M. Kithsiri Wijeratne ◽  
A. A. Leslie Gunatilaka
Keyword(s):  
Double Bond ◽  
Acid Solution ◽  
Beauveria Bassiana ◽  
Structure Determination ◽  
Spectroscopic Data ◽  
Enzymatic Process ◽  
Acid Catalyzed ◽  
Hydrolysis Of

Biotransformation of monocillin I (1) by Beauveria bassiana ATCC 7159 was investigated. Two new derivatives 2 and 3 were isolated and identified on the basis of the spectroscopic data. Compounds 2 and 3 are synthesized by hydration at 10,11-double bond and hydrolysis of 14,15-epoxide, respectively. The R configuration of 11-OH in 2 was established by the modified 2-methoxy-2-trifluoromethylphenylacetic acid (MTPA) method. The conversion of 1 to 2 and 3 was reconstituted in an acid solution, indicating that the formation of 2 and 3 is an acid-catalyzed instead of an enzymatic process.

Simplified Rapid Technic for the Extraction and Determination of Serum Cholesterol without Saponification

1956 ◽  
Vol 2 (5) ◽  
pp. 353-368 ◽  
Author(s):  
Julius J Carr ◽  
I J Drekter
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride ◽  
Total Cholesterol ◽  
Simple Procedure ◽  
Cholesterol Esters ◽  
Color Development ◽  
Acid Catalyzed ◽  
Hydrolysis Of ◽  
Room Lighting

Abstract An accurate yet simple procedure for the determination of total cholesterol, based upon the application of a Liebermann-Burchard color reaction directly in the solvent employed for extraction of cholesterol from serum, has been described. Extraction of cholesterol and removal of protein are accomplished by means of acetic acid and acetic anhydride. Serum water is removed by the acid-catalyzed hydrolysis of acetic anhydride. The Liebermann-Burchard color is then developed with a stable, modified reagent consisting of equal volumes of H2SO4 and acetic acid. Excellent agreement with the technic of Schoenheimer and Sperry is obtained. Equal intensities of color are produced by equivalent concentrations of free and esterified cholesterol. Preliminary saponification of cholesterol esters is therefore not required. Color development may proceed in ordinary room lighting without loss of accuracy.

13C NMR study of hydrolyzed poly(acrylonitrile)

1984 ◽  
Vol 49 (2) ◽  
pp. 506-512 ◽  
Author(s):  
Jan Loevy ◽  
Václav Janout ◽  
Hana Hrudková
Keyword(s):  
Nitric Acid ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Nitrile Group ◽  
Nmr Study ◽  
Acid Catalyzed ◽  
Hydrolysis Of ◽  
Poly Acrylonitrile ◽  
C Nmr

A method for the determination of chain microstructure of hydrolyzed poly(acrylonitrile) (PAN) and of copolymers of acrylonitrile with acrylamide by means of 13C NMR spectroscopy is described. Besides the overall composition of poly(acrylonitrile-co-acrylamide), this method permits the population of all acrylamide-centered compositional triads to be determined; it is then possible to follow the values of the rate constants of nitrile group hydrolysis in dependence on its neighbours. Under certain circumstances the knowledge of the mentioned triads permits also the copolymerization parameters for copolymerization of acrylonitrile with acrylamide to be determined. It was confirmed that acid-catalyzed hydrolysis of PAN in concentrated nitric acid yields acrylonitrile-acrylamide block copolymers.

DETERMINATION OF MICRO-AMOUNTS OF 5β-PREGNAN-3α-OL-20-ONE IN URINE USING INFRARED-SPECTROMETRY

1962 ◽  
Vol 41 (2) ◽  
pp. 234-246 ◽  
Author(s):  
H. J. van der Molen
Keyword(s):  
Infrared Spectrum ◽  
Quantitative Determination ◽  
Acid Hydrolysis ◽  
Chromatographic Separation ◽  
Pure Form ◽  
Infrared Spectrometry ◽  
Hydrolysis Of

ABSTRACT A procedure for the quantitative determination of 5β-pregnan-3α-ol-20-one in urine is described. After acid hydrolysis of the pregnanolone-conjugates in urine, the free steroids are extracted with toluene. Pregnanolone is isolated in a pure form as its acetate; after chromatographic separation of the free steroids on alumina, the fraction containing pregnanolone is acetylated and rechromatographed on alumina. Quantitative determination of the isolated pregnanolone-acetate is carried out with the aid of the infrared spectrum recorded by a micro KBr-wafermethod. The reliability of the method under various conditions is discussed under the headings, specificity, accuracy, precision and sensitivity. It is possible to determine 30–40 μg pregnanolone in a 24-hours urine portion with a precision of 25%.

EINE CHEMISCHE METHODE ZUR BESTIMMUNG VON 16-EPI-ÖSTRIOL IM URIN DES MENSCHEN

1963 ◽  
Vol 44 (1) ◽  
pp. 47-66 ◽  
Author(s):  
W. Nocke ◽  
H. Breuer
Keyword(s):  
Melting Point ◽  
Phosphoric Acid ◽  
Aqueous Alkali ◽  
Percentage Error ◽  
Organic Layer ◽  
Maximum Percentage ◽  
Chemical Determination ◽  
Routine Assay ◽  
Hydrolysis Of

ABSTRACT A method for the chemical determination of 16-epi-oestriol in the urine of nonpregnant women with a qualitative sensitivity of less than 0.5 μg/24 h is described. The separation of 16-epi-oestriol and oestriol is accomplished by converting 16-epi-oestriol into its acetonide, a reaction which is stereoselective for cis-glycols and therefore not undergone by oestriol as a trans-glycol. Following partition between chloroform and aqueous alkali, the acetonide of 16-epi-oestriol is completely separated with the organic layer whereas oestriol as a strong phenol remains in the alkaline phase. 16-epi-oestriol is chromatographed on alumina as the acetonide and determined as a Kober chromogen. This procedure can easily be incorporated into the method of Brown et al. (1957 b) thus making possible the simultaneous routine assay of oestradiol-17β, oestrone, oestriol and 16-epi-oestriol from one sample of urine. The specificity of the method was established by separation of 16-epi-oestriol from nonpregnancy urine as the acetonide, hydrolysis of the acetonide by phosphoric acid, isolation of the free compound by microsublimation and identification by micro melting point, colour reactions and chromatography. The accuracy of the method is given by a mean recovery of 64% for pure crystalline 16-epi-oestriol when added to hydrolysed urine in 5–10 μg amounts. The precision is given by s = 0.24 μg/24 h. For the duplicate determination of 16-epi-oestriol the qualitative sensitivity is 0.44 μg/24 h, the maximum percentage error being ± 100% The quantitative sensitivity (±25% error) is 1.7 μg/24 h.

INDIREKTE PAPIERCHROMATOGRAPHISCHE METHODE ZUR BESTIMMUNG DER HARNOESTROGENE

1961 ◽  
Vol 38 (4) ◽  
pp. 545-562 ◽  
Author(s):  
L. Kecskés ◽  
F. Mutschler ◽  
I. Glós ◽  
E. Thán ◽  
I. Farkas ◽  
...  
Keyword(s):  
Pregnant Women ◽  
Granulosa Cell ◽  
Iron Content ◽  
List Type ◽  
Granulosa Cell Tumour ◽  
Hydrolysis Of ◽  
Phenol Fraction ◽  
Qualitative Determination

ABSTRACT 1. An indirect paperchromatographic method is described for separating urinary oestrogens; this consists of the following steps: acidic hydrolysis, extraction with ether, dissociation of phenol-fractions with partition between the solvents. Previous purification of phenol fraction with the aid of paperchromatography. The elution of oestrogen containing fractions is followed by acetylation. Oestrogen acetate is isolated by re-chromatography. The chromatogram was developed after hydrolysis of the oestrogens 'in situ' on the paper. The quantity of oestrogens was determined indirectly, by means of an iron-reaction, after the elution of the iron content of the oestrogen spot, which was developed by the Jellinek-reaction. 2. The method described above is satisfactory for determining urinary oestrogen, 17β-oestradiol and oestriol, but could include 16-epioestriol and other oestrogenic metabolites. 3. The sensitivity of the method is 1.3–1.6 μg/24 hours. 4. The quantitative and qualitative determination of urinary oestrogens with the above mentioned method was performed in 50 pregnant and 9 non pregnant women, and also in 2 patients with granulosa cell tumour.

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