189454-43-1

Basic information

• Product Name: 3-AZIDO-2 3-DIDEOXY-1-O-(T-BUTYLDIMETHY&
• Synonyms: 3-AZIDO-2,3-DIDEOXY-1-O-(T-BUTYLDIMETHYL -SILYL)-BETA-D-ARABINO-HEXOPYRANOSE;3-azido-2,3-dideoxy-1-o-(tert-butyldimethylsilyl)-β-d-arabino-hexopyranose;3-Azido-2,3-dideoxy-1-O-(tert-butyldimethylsilyl)-b-D-arabino-hexopyranose;3-Azido-2,3-dideoxy-1-O-(tert-butyldimethylsilyl)-β-D-arabino-hexopyranose ,98%;3-AZIDO-2 3-DIDEOXY-1-O-(T-BUTYLDIMETHY&;3-azido-2,3-dideoxy-1-O-(T-butyldimethyl-silyl)-B
• CAS NO: 189454-43-1
• Molecular Formula: C12H25N3O4Si
• Molecular Weight: 303.432
• Mol File: 189454-43-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 73-75 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 3-AZIDO-2 3-DIDEOXY-1-O-(T-BUTYLDIMETHY&(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AZIDO-2 3-DIDEOXY-1-O-(T-BUTYLDIMETHY&(189454-43-1)
• EPA Substance Registry System: 3-AZIDO-2 3-DIDEOXY-1-O-(T-BUTYLDIMETHY&(189454-43-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 189454-43-1(Hazardous Substances Data)

Usage

General Description

3-AZIDO-2,3-DIDEOXY-1-O-(T-BUTYLDIMETHY& is a chemical compound with the molecular formula C15H25N3O4. It is commonly used in organic synthesis and pharmaceutical research. 3-AZIDO-2 3-DIDEOXY-1-O-(T-BUTYLDIMETHY& is a derivative of 3-azido-3-deoxythymidine, which is a nucleoside reverse transcriptase inhibitor and is used in the treatment of HIV/AIDS. The t-butyldimethylsilyl (TBDMS) group in this compound is a common protecting group for alcohols and amines in organic chemistry. The compound is known for its potential for the development of new drugs and therapeutic agents.

InChI:InChI=1/C12H25N3O4Si/c1-12(2,3)20(4,5)19-10-6-8(14-15-13)11(17)9(7-16)18-10/h8-11,16-17H,6-7H2,1-5H3/t8-,9-,10+,11+/m1/s1

Upstream product

• 189454-41-9 tert-butyldimethylsilyl 3-azido-4,6-di-O-acetyl-2,3-dideoxy-β-D-arabino-hexopyranoside 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 189454-47-5 4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin 
• 215935-14-1 4-O-(3-azido-2,3-dideoxy-4,6-di-O-chloroacetyl-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin 
• 215935-15-2 4-O-(3-azido-2,3-dideoxy-α-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin 
• 189454-48-6 4-O-(3-amino-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-epipodophyllotoxin 
• 189454-46-4 tert-butyldimethylsilyl 3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranoside 

Relevant articles and documents

Synthesis and antitumor activity of new glycosides of epipodophyllotoxin, analogues of etoposide, and NK 611

A series of 3-amino- and 3-alkylamino-2-deoxy-β-D-ribo- and β-D- arabino-glycosides of 4'-demethylepipodophyllotoxin have been synthesized by means of an improved trimethylsilyl-iodide procedure for the podophyllotoxin- 4'-demethylepipodophyllotoxin conversion, an efficient and high yielding synthesis of silyl glycoside donors of 3-azido-2,3-dideoxy-β-D-ribo-and β- D-arabino-hexopyranosides and stereoselective glycosylations. In vitro evaluation of cytotoxic effects against murine L1210 leukemia critically demonstrates the essential role played by a 4,6-acetal for biological activity. Among the most cytotoxic compounds, 3-amino-2,3-dideoxy-and 3-N,N- (dimethylamino)-2,3-dideoxy etoposide analogues, 17 and 27-29 are at least as potent as etoposide on the in vivo P388 (iv/ip) murine leukemia models. However, surprisingly enough, none of these compounds inhibits the human DNA topoisomerases I or II or binds to tubulin to prevent its polymerization and microtubule assembly. Therefore, their mechanism of action remains to be cleared up.