Glycosylamines V.* Preparation, Structure, Anomeric Configuration and Conformation of Some 7V-Acetylglycosylamines and iV-Acetyldiglycosylamines

نویسندگان

  • K. LINEK
  • J. ALFÖLDI
  • T. STACH
  • V. PÄTOPRSTÝ
چکیده

N-Acetylation of (2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl) (2,3,4,6-tetra-0-acetyl-/?-D-glucopyranosyl)amine or bis(2,3,4,6-tetra-0-acetyl-/3-D-glucopyranosyl)amine afforded N-acetyl-bis(2,3, 4,6-tetra-0-acetyl-/3-D-glucopyranosyl)amine; deacetylation of the latter gave Af-acetyl-di-/3-Dglucopyranosylamine. Similarly, TV-acetylation of bis(2,3,4-tri-0-acetyl-/3-L-rhamnopyranosyl)amine led to N-acetyl-bis(2,3,4-tri-0-acetyl-/?-L-rhamnopyranosyl)amine and its deacetylation to di/?-L-rhamnopyranosylamine. The structure, anomeric configuration and conformation of the above-mentioned compounds and also of 7V-acetyl-/3-D-xylopyranosylamine, 7V-acetyl-2,3,4-tri-0acetyl-/?-D-xylopyranosylamině, N-acetyl-/?-D-ribopyranosylamině, and N-acetyl-2,3,4-triO-acetyl/3-D-ribopy r anosy lamině were determined by 1 H, 1 3 C NMR, and mass spectrometry methods.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

A Density Functional Theory Study of Structure of Phosphonic Acid

The molecular structure of the stable conformation of phosphonic acid in gas phase has beencomputed by employing complete geometry optimization in Density Functional Theory(DFT) methods. The methods used for calculations are B3LYP, BP86 and B3PW91 that havebeen studied in two series of basis sets: D95** and 6-31+G(d,p) for hydrogen and oxygenatoms; LANL2DZ for phosphorus. Bond lengths and angle...

متن کامل

Anti-metastatic semi-synthetic sulfated maltotriose C-C linked dimers. Synthesis and characterisation.

This manuscript describes the preparation and the spectroscopic characterisation of semi-synthetic sulfated maltotriose C-C linked dimers (SMTCs) where the natural C-O-C anomeric bond was substituted by one direct central C-C bond. This C-C bond induces conformation and flexibility changes with respect to the usual anomeric bond. SMTCs neutral precursors came from maltotriosyl bromide electrore...

متن کامل

Comparison between four dissimilar solar panel configurations

Several studies on photovoltaic systems focused on how it operates and energy required in operating it. Little attention is paid on its configurations, modeling of mean time to system failure, availability, cost benefit and comparisons of parallel and series–parallel designs. In this research work, four system configurations were studied. Configuration I consists of two sub-components arranged ...

متن کامل

Ab initio Study and NBO Analysis of Conformational Properties of 2-Substituted Cyclohexane-1,3-diones and its Analogues Containing S and Se Atoms

NBO analysis, hybrid density functional theory (B3LYP/6-311+G**) and ab initio molecular orbital (HF/6-311+G**) based methods were used to study the anomeric effects (AE), electrostatic interactions, dipole-dipole interactions and steric repulsion effects on the conformational properties of 2-methoxy- (1), 2-methylthio- (2), 2-methylseleno- (3), 2-fluoro- (4), 2-chloro- (5) and 2-bromocyclohexa...

متن کامل

Design and Synthesis of Bioactive Valienamine-type Chaperones

Valienamine (1) i s the unsaturated derivative of carbocyclic analogues of glycosylamines. I ts αand β-anomeric i somers ar e n ot i nterconvertible each o ther, existing as chemically stable forms (Fig. 1). Compound 1 was first isolated from antibiotic v alidamycins a nd f ound t o pos sess a s trong i nhibitory a ctivity a gainst α-glucosidase. It was also shown as one of the components of ps...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2012