50605-12-4 Usage
Description
Benzyl 2-Acetamido-2-deoxy-4,6-O-isopropylidene-b-D-glucopyranoside is a complex organic compound that serves as a key intermediate in the synthesis of various biologically active molecules. It is characterized by its unique structure, which includes a benzyl group, an acetamido group, and a deoxy sugar moiety, all of which contribute to its potential applications in different fields.
Uses
Used in Pharmaceutical Industry:
Benzyl 2-Acetamido-2-deoxy-4,6-O-isopropylidene-b-D-glucopyranoside is used as an intermediate in the synthesis of Lipid A, a critical component of the lipopolysaccharide found in gram-negative bacteria. Lipid A is responsible for most of the biological activities associated with lipopolysaccharides, making it a valuable target for the development of new drugs and therapies to combat bacterial infections.
Additionally, due to its unique structure and functional groups, Benzyl 2-Acetamido-2-deoxy-4,6-O-isopropylidene-b-D-glucopyranoside may also be utilized in the development of other bioactive compounds with potential applications in various therapeutic areas, such as anti-inflammatory, antiviral, or anticancer agents.
Used in Chemical Research:
In the field of chemical research, Benzyl 2-Acetamido-2-deoxy-4,6-O-isopropylidene-b-D-glucopyranoside can be employed as a starting material or a building block for the synthesis of more complex molecules with specific properties and functions. Its unique structure and functional groups make it an attractive candidate for the development of novel compounds with potential applications in various industries, such as pharmaceuticals, materials science, and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 50605-12-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,6,0 and 5 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 50605-12:
(7*5)+(6*0)+(5*6)+(4*0)+(3*5)+(2*1)+(1*2)=84
84 % 10 = 4
So 50605-12-4 is a valid CAS Registry Number.
InChI:InChI=1/C18H25NO6/c1-11(20)19-14-15(21)16-13(10-23-18(2,3)25-16)24-17(14)22-9-12-7-5-4-6-8-12/h4-8,13-17,21H,9-10H2,1-3H3,(H,19,20)/t13?,14-,15+,16+,17+/m0/s1
50605-12-4Relevant articles and documents
Synthesis of lipo-chitooligosaccharide analogues and their interaction with LYR3, a high affinity binding protein for Nod factors and Myc-LCOs
Berthelot, Nathan,Brossay, Antoine,Gasciolli, Virginie,Bono, Jean-Jacques,Baron, Aurélie,Beau, Jean-Marie,Urban, Dominique,Boyer, Fran?ois-Didier,Vauzeilles, Boris
, p. 7802 - 7812 (2017/10/06)
Lipo-chitotetrasaccharide analogues where one central GlcNAc residue was replaced by a triazole unit have been synthesized from a derivative obtained by chitin depolymerization and a functionalized N-acetyl-glucosamine via the copper-catalyzed azide-alkyn
1,3,4,6-Tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranose as a glycosyl donor in syntheses of oligosaccharides
Dasgupta, Falguni,Anderson, Laurens
, p. 239 - 255 (2007/10/02)
1,3,4,6-Tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranose was tested as a glycosyl donor for oligosaccharide synthesis via ferric chloride-catalyzed coupling reaction.Glycosyl acceptors tried (6 in all) were O-benzyl-protected D-galactosides having free OH groups at positions 3 and 4, respectively, and similarly protected glycosides of D-glucose and 2-acetamido-2-deoxy-D-glucose unsubstituted on O-4.Existing syntheses of all the acceptors were improved, in four instances by exploitation of Garegg and Hultberg's cyanoborohydride procedure for the conversion 4,6-O-benzylidene -> 6-O-benzyl .Good to excellent yields of β-linked disaccharides were obtained from the galactoside and glucoside acceptors, but with allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside, stereoselectivity was lost (α:β-ratio 1:2).Allyl and benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosides gave, respectively, the allyl and benzyl β-glycosides of the donor as major products.A mechanism is proposed for this transglycosidation reaction.The N-chloroacetyl groups in the disaccharide products were readily converted into N-acetyl by reduction with zinc-acetic acid.
