85716-43-4 Usage
Description
(2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(iodoMethyl)-6-Methoxytetrahydro-2H-pyran is a complex organic chemical compound characterized by a tetrahydro-2H-pyran ring with multiple substituents. It features three benzyloxy groups, an iodoMethyl group, and a methoxy group, along with specific stereochemistry defined by the S and R configurations at its chiral centers. (2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(iodoMethyl)-6-Methoxytetrahydro-2H-pyran holds potential for applications in organic synthesis and medicinal chemistry, particularly for the development of new molecules with possible biological activity or other uses.
Uses
Used in Organic Synthesis:
(2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(iodoMethyl)-6-Methoxytetrahydro-2H-pyran serves as a key intermediate in organic synthesis, particularly for the creation of complex molecular architectures. Its unique structure and functional groups make it a valuable building block for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(iodoMethyl)-6-Methoxytetrahydro-2H-pyran is utilized as a precursor for the development of novel bioactive molecules. Its specific stereochemistry and functional groups can be exploited to design and synthesize potential drug candidates with targeted biological activities, such as antimicrobial, antiviral, or anticancer properties.
Used in Research and Development:
(2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(iodoMethyl)-6-Methoxytetrahydro-2H-pyran is also employed in research and development settings to study the effects of stereochemistry on molecular properties and biological activities. Understanding these relationships can lead to the discovery of new pharmaceutical agents with improved efficacy and selectivity.
Used in Specialty Chemicals Industry:
(2S,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(iodoMethyl)-6-Methoxytetrahydro-2H-pyran may find applications in the specialty chemicals industry, where its unique structure and functional groups can be used to create high-value products with specific applications, such as chiral catalysts, ligands for asymmetric synthesis, or components of advanced materials with tailored properties.
Check Digit Verification of cas no
The CAS Registry Mumber 85716-43-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,7,1 and 6 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 85716-43:
(7*8)+(6*5)+(5*7)+(4*1)+(3*6)+(2*4)+(1*3)=154
154 % 10 = 4
So 85716-43-4 is a valid CAS Registry Number.
85716-43-4Relevant articles and documents
Carbocyclic Substrate Analogues Reveal Kanosamine Biosynthesis Begins with the α-Anomer of Glucose 6-Phosphate
Vetter, Natasha D.,Jagdhane, Rajendra C.,Richter, Brett J.,Palmer, David R. J.
, p. 2205 - 2211 (2020/09/01)
NtdC is an NAD-dependent dehydrogenase that catalyzes the conversion of glucose 6-phosphate (G6P) to 3-oxo-glucose 6-phosphate (3oG6P), the first step in kanosamine biosynthesis in Bacillus subtilis and other closely-related bacteria. The NtdC-catalyzed r
Stable analogues of nojirimycin-synthesis and biological evaluation of nojiristegine and manno-nojiristegine
Viuff, Agnete H.,Besenbacher, Louise M.,Kamori, Akiko,Jensen, Mikkel T.,Kilian, Mogens,Kato, Atsushi,Jensen, Henrik H.
, p. 9637 - 9658 (2015/09/28)
Two novel iminosugars called nojiristegines, being structural hybrids between nor-tropane alkaloid calystegine and nojirimycins, have been synthesised and found to be stable molecules despite the presence of a hemiaminal functionality. The synthesised iminosugars were evaluated against a panel of glycosidases and the best inhibition (IC50), found against α-glucosidases, was in the micromolar region. The compounds were also evaluated as potential antibiotics but no useful level of activity was observed.
Modular stereoselective synthesis of (1→2)-C-glycosides based on the sp2-sp3 Suzuki-Miyaura reaction
Oroszova, Beata,Choutka, Jan,Pohl, Radek,Parkan, Kamil
supporting information, p. 7043 - 7047 (2015/05/05)
This work reports a modular and rapid approach to the stereoselective synthesis of a variety of α- and β-(1→2)-linked C-disaccharides. The key step is a Ni-catalyzed cross-coupling reaction of D-glucal pinacol boronate with alkyl halide glycoside easily prepared from commercially available D-glucal. The products of this sp2-sp3 cross-coupling reaction can be converted to glucopyranosyl, mannopyranosyl, or 2-deoxy-glucopyranosyl C-mannopyranosides by one- or two-step stereoselective oxidative-reductive transformations. To the best of our knowledge, we demonstrated the first synthetic application of a challenging sp2-sp3 Suzuki-Miyaura cross-coupling reaction in carbohydrate chemistry.