4132-28-9 Usage
Description
2,3,4,6-Tetra-O-benzyl-D-glucopyranose, with the CAS number 4132-28-9, is a white crystalline solid that serves as a versatile compound in the field of organic synthesis. It is a derivative of D-glucopyranose, a monosaccharide, where four hydroxyl groups are substituted with benzyl groups at the 2nd, 3rd, 4th, and 6th positions. This modification enhances its reactivity and compatibility with various organic reactions, making it a valuable intermediate in the synthesis of complex organic molecules.
Uses
Used in Organic Synthesis:
2,3,4,6-Tetra-O-benzyl-D-glucopyranose is used as a synthetic intermediate for the preparation of various complex organic molecules. Its benzyl-protected structure allows for selective reactions at specific functional groups, facilitating the synthesis of a wide range of target compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3,4,6-Tetra-O-benzyl-D-glucopyranose is used as a key building block for the development of novel drug candidates. Its unique structure and reactivity enable the creation of bioactive molecules with potential therapeutic applications.
Used in Chemical Research:
2,3,4,6-Tetra-O-benzyl-D-glucopyranose is also utilized in chemical research as a model compound to study various reaction mechanisms and to develop new synthetic methodologies. Its versatile structure allows researchers to explore different reaction pathways and optimize reaction conditions for specific applications.
Used in Material Science:
In the field of material science, 2,3,4,6-Tetra-O-benzyl-D-glucopyranose can be employed as a component in the design and synthesis of advanced materials, such as polymers and dendrimers, with tailored properties for various applications, including drug delivery, sensors, and catalysts.
Overall, 2,3,4,6-Tetra-O-benzyl-D-glucopyranose is a valuable compound with diverse applications in organic synthesis, pharmaceuticals, chemical research, and material science, owing to its unique structure and reactivity.
Check Digit Verification of cas no
The CAS Registry Mumber 4132-28-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,3 and 2 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4132-28:
(6*4)+(5*1)+(4*3)+(3*2)+(2*2)+(1*8)=59
59 % 10 = 9
So 4132-28-9 is a valid CAS Registry Number.
InChI:InChI=1/C34H36O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-35H,21-25H2/t30-,31-,32+,33-,34?/m1/s1
4132-28-9Relevant articles and documents
Electrochemical Synthesis of Glycosyl Fluorides Using Sulfur(VI) Hexafluoride as the Fluorinating Agent
Kim, Sungjin,Nagorny, Pavel
, p. 2294 - 2298 (2022/04/07)
This manuscript describes the electrochemical synthesis of 17 different glycosyl fluorides in 73-98% yields on up to a 5 g scale that relies on the use of SF6 as an inexpensive and safe fluorinating agent. Cyclic voltammetry and related mechanistic studies carried out subsequently suggest that the active fluorinating species generated through the cathodic reduction of SF6 are transient under these reductive conditions and that the sulfur and fluoride byproducts are effectively scavenged by Zn(II) to generate benign salts.
Synthesis of nature product kinsenoside analogues with anti-inflammatory activity
Song, Wei,Sun, Yong,Xu, Lintao,Sun, Yajing,Li, Tianlu,Peng, Peng,Lou, Hongxiang
supporting information, (2020/12/02)
Kinsenoside is the major bioactive component from herbal medicine with a broad range of pharmacological functions. Goodyeroside A, an epimer of kinsenoside, remains less explored. In this report we chemically synthesized kinsenoside, goodyeroside A and their analogues with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppresses inflammatory through inhibiting NF-κB signal pathway, effectively. Structure-activity relationship is also explored for further development of more promising kinsenoside analogues as drug candidates.
Regioselective Anomeric O-Benzyl Deprotection in Carbohydrates
Anjaneyulu, Bandi,Rao, Boddu Umamaheswara,Sridhar, Perali Ramu
supporting information, p. 5665 - 5668 (2021/11/11)
A highly regioselective hydrogenolysis of the anomeric benzyl group is reported. The reaction involves selective acetolysis of benzyl acetals of various mono- and di-saccharides using 10 % Pd/C under hydrogen atmosphere in the presence of Na2CO
