16697-49-7 Usage
Description
3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate) is a synthetic intermediate used in glycosylation reactions. It is a white solid compound that plays a crucial role in the synthesis of complex carbohydrates and glycoconjugates. The methyl orthoester protecting group is first removed by mild acid hydrolysis, producing a glycosyl donor, while the O-benzyl protecting groups are removed later in the synthesis process.
Uses
Used in Organic Synthesis:
3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate) is used as a synthetic intermediate for organic synthesis, particularly in the preparation of complex carbohydrates and glycoconjugates. Its unique structure allows for the selective removal of protecting groups, enabling the synthesis of a wide range of carbohydrate derivatives with specific properties and functions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate) is used as a key building block for the development of glyco-based drugs. Its ability to form glycosidic linkages with various aglycones makes it a valuable tool for the synthesis of bioactive compounds with potential therapeutic applications.
Used in Chemical Research:
3,4,6-Tri-O-benzyl-beta-D-mannopyranose-1,2-(methyl orthoacetate) is also used in chemical research as a model compound for studying the reactivity and selectivity of glycosylation reactions. Its well-defined structure allows researchers to investigate the influence of protecting groups and reaction conditions on the outcome of glycosylation processes, contributing to the advancement of carbohydrate chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 16697-49-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,6,9 and 7 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 16697-49:
(7*1)+(6*6)+(5*6)+(4*9)+(3*7)+(2*4)+(1*9)=147
147 % 10 = 7
So 16697-49-7 is a valid CAS Registry Number.
InChI:InChI=1/C30H34O7/c1-30(31-2)36-28-27(34-20-24-16-10-5-11-17-24)26(33-19-23-14-8-4-9-15-23)25(35-29(28)37-30)21-32-18-22-12-6-3-7-13-22/h3-17,25-29H,18-21H2,1-2H3/t25?,26-,27+,28-,29+,30?/m1/s1
16697-49-7Relevant articles and documents
Exploring the Biochemical Foundations of a Successful GLUT1-Targeting Strategy to BNCT: Chemical Synthesis and in Vitro Evaluation of the Entire Positional Isomer Library of ortho-Carboranylmethyl-Bearing Glucoconjugates
Matovi?, Jelena,J?rvinen, Juulia,Sokka, Iris K.,Imlimthan, Surachet,Raitanen, Jan-Erik,Montaser, Ahmed,Maaheimo, Hannu,Huttunen, Kristiina M.,Per?niemi, Sirpa,Airaksinen, Anu J.,Sarparanta, Mirkka,Johansson, Mikael P.,Rautio, Jarkko,Ekholm, Filip S.
, p. 285 - 304 (2020/12/21)
Boron neutron capture therapy (BNCT) is a noninvasive binary therapeutic modality applicable to the treatment of cancers. While BNCT offers a tumor-targeting selectivity that is difficult to match by other means, the last obstacles preventing the full har
RETRACTED ARTICLE: Chemical synthesis and antigenic activity of a phosphatidylinositol mannoside epitope from: Mycobacterium tuberculosis
Zhao, Shi-Yuan,Li, Na,Luo, Wan-Yue,Zhang, Nan-Nan,Zhou, Rong-Ye,Li, Chen-Yu,Wang, Jin
, p. 14067 - 14070 (2020/11/21)
Phosphatidylinositol mannosides (PIMs) have been investigated as lipidic antigens for a new subunit tuberculosis vaccine. A non-natural diacylated phosphatidylinositol mannoside (Ac2PIM2) was designed and synthesized by mimicking the natural PIM6 processi
Automated Solution-Phase Synthesis of S-Glycosides for the Production of Oligomannopyranoside Derivatives
Kern, Mallory K.,Pohl, Nicola L. B.
, (2020/06/08)
Thioglycosides are more resistant to enzymatic hydrolysis than their O-linked counterparts, thereby becoming attractive targets for carbohydrate-based therapeutic development. We report the first development of methods for the site-selective incorporation
