227932-82-3 Usage
Description
N-butyl 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol, also known as Tetrabenzyl Miglustat, is a chemical compound derived from D-glucitol. It is characterized by its unique structure, which includes a butyl group and benzyl groups attached to specific hydroxyl groups. N-butyl 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol is of interest in the field of organic chemistry and pharmaceutical research due to its potential applications.
Uses
Used in Pharmaceutical Synthesis:
N-butyl 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol is used as a reactant in the synthesis of deoxynojirimycin and its N-butyl (N-Bu) derivatives. These synthesized compounds have potential applications in the development of drugs targeting various diseases, including metabolic disorders and certain types of cancer.
Used in Chemical Research:
In the field of chemical research, N-butyl 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol serves as a valuable compound for studying the properties and reactivity of complex organic molecules. Its unique structure allows researchers to explore new synthetic pathways and develop innovative strategies for the creation of novel chemical entities.
Used in Drug Delivery Systems:
Similar to gallotannin, N-butyl 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol could potentially be employed in the development of drug delivery systems. These systems could be designed to improve the bioavailability, targeting, and therapeutic efficacy of various drugs, particularly those derived from the synthesis of deoxynojirimycin and its N-butyl derivatives.
Check Digit Verification of cas no
The CAS Registry Mumber 227932-82-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,7,9,3 and 2 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 227932-82:
(8*2)+(7*2)+(6*7)+(5*9)+(4*3)+(3*2)+(2*8)+(1*2)=153
153 % 10 = 3
So 227932-82-3 is a valid CAS Registry Number.
227932-82-3Relevant articles and documents
Total synthesis of N-butyl-1-deoxynojirimycin
Wang, Jiajia,Zhao, Yunyan,Zhao, Wei,Wang, Peng,Li, Jing
, p. 445 - 454 (2017/08/23)
N-Butyl-1-deoxynojirimycin (NB-DNJ) derived from imino sugar deoxynojirimycin (DNJ) has been approved for the treatment of Gaucher’s disease. Herein, a facile and efficient synthetic procedure for NB-DNJ has been described. Comparing to the methods reported previously,methanesulfonyl group was used as a leaving group for easy displacement upon attack by the imine in the sugar ring, leading to a high yield during the introduction of the n-butyl group. Thismethod can serve as an excellent protocol for the synthesis of DNJ derivatives with a variety of N-alkyl substituents and for large-scale production.
SYNTHESIS OF A GLYCOSYLTRANSFERASE INHIBITOR
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Paragraph 0053; 0054, (2014/09/03)
Process for the preparation of animinosugar, and the intermediates thereof, having known activity as a glycosyltransferase inhibitor and used, for example, in the treatment of Gaucher's disease.
Facile and stereo-controlled synthesis of 2-deoxynojirimycin, Miglustat and Miglitol
Zhang, Zhen-Xing,Wu, Baolin,Wang, Bin,Li, Tie-Hai,Zhang, Peng-Fei,Guo, Li-Na,Wang, Wen-Jun,Zhao, Wei,Wang, Peng George
, p. 3802 - 3804 (2011/08/09)
A novel and facile synthesis of a series of the biologically significant iminosugar derivatives including 2-deoxynojirimycin, Miglustat and Miglitol is reported. The synthesis features a strategic double inversion mechanism for securing the desired stereochemistry at C5 position of such glucose-type carbohydrate mimetics, representing a practical and remarkable improvement on the previously reported method that suffers from the loss of the stereo-control during the reaction process. Crown Copyright
