38184-10-0 Usage
Description
.beta.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thiois a complex organic compound that serves as a valuable glycosylating agent and thioglycoside in the field of organic chemistry. It is characterized by its unique structure, which includes a phenyl group and multiple phenylmethyl ethers, as well as a thioglycoside moiety. .beta.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thiois known for its role in the synthetic preparation of various macromolecules, including the mycobacterium tuberculosis nonasaccharide.
Uses
Used in Organic Chemistry:
.beta.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thiois used as a glycosylating agent for the synthesis of complex carbohydrates and their derivatives. Its application in this field is due to its ability to facilitate the formation of glycosidic bonds, which are crucial for the structure and function of many biologically important molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, .beta.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thiois used as a key intermediate in the synthetic preparation of macromolecules such as the mycobacterium tuberculosis nonasaccharide. This nonasaccharide is an essential component of the cell wall of mycobacterium tuberculosis, the bacterium responsible for tuberculosis. The synthesis of this nonasaccharide can lead to the development of new drugs and therapies targeting tuberculosis.
Used in Research and Development:
.beta.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thiois also utilized in research and development for the study of carbohydrate chemistry and the development of new synthetic methods. Its unique structure and reactivity make it a valuable tool for exploring the properties and potential applications of complex carbohydrates and their derivatives.
Check Digit Verification of cas no
The CAS Registry Mumber 38184-10-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,1,8 and 4 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 38184-10:
(7*3)+(6*8)+(5*1)+(4*8)+(3*4)+(2*1)+(1*0)=120
120 % 10 = 0
So 38184-10-0 is a valid CAS Registry Number.
38184-10-0Relevant 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.
How do Various Reaction Parameters Influence Anomeric Selectivity in Chemical Glycosylation with Thioglycosides and NIS/TfOH Activation?
Andersen, Sofie M.,Heuckendorff, Mads,Jensen, Henrik H.,Trinderup, Helle H.
, p. 3251 - 3259 (2021/06/25)
The reaction of glycosyl donor phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside with NIS/TfOH(cat.) was systematically studied under various reaction conditions. Neither the molecular sieve pore size nor amount of NIS activator was found to have a
Visible Light Enables Aerobic Iodine Catalyzed Glycosylation
Krumb, Matthias,Lucas, Tobias,Opatz, Till
supporting information, p. 4517 - 4521 (2019/08/06)
A versatile protocol for light induced catalytic activation of thioglycosides using iodine as an inexpensive and readily available photocatalyst was developed. Oxygen serves as a green and cost-efficient terminal oxidant and irradiation is performed with a common household LED-bulb. The scope of this glycosylation protocol was investigated in the synthesis of O-glycosides with yields up to 95 %.