254114-37-9

Basic information

• Product Name: Bromo-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetic acid ethyl ester
• Synonyms: Bromo-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetic acid ethyl ester
• CAS NO: 254114-37-9
• Molecular Weight: 577.588
• Mol File: 254114-37-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Bromo-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Bromo-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetic acid ethyl ester(254114-37-9)
• EPA Substance Registry System: Bromo-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetic acid ethyl ester(254114-37-9)

Safety Data

• Hazardous Substances Data: 254114-37-9(Hazardous Substances Data)

Upstream product

• 96690-02-7 5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose 
• 803-14-5 ethyl 2-bromo-2-(triphenylphosphoranylidene)acetate 
• 13199-25-2 2,3-O-Isopropylidene-D-ribose 
• 50-69-1 D-ribose 

Downstream Products

• 254114-43-7 3-(5'-O-tert-Butyldiphenylsilyl-2',3'-O-isopropylidene-β-D-ribofuranosyl)-8-hydrazino-6-(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 
• 254114-42-6 3-(5'-O-tert-Butyldiphenylsilyl-2',3'-O-isopropylidene-β-D-ribofuranosyl)-6,8-bis(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 
• 254114-44-8 3-(5'-O-tert-Butyldiphenylsilyl-2',3'-O-isopropylidene-β-D-ribofuranosyl)-6-(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 
• 254114-36-8 Bromo-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetaldehyde 

Relevant articles and documents

Synthesis of C-ribosyl imidazo[2,1-f][1,2,4]triazines as inhibitors of adenosine and AMP deaminases

The 3-β-D-ribofuranoside 6 of the new imidazo[2,1-f][1,2,4]triazine 27 is isomeric and isoelectronic with the nucleoside deaminoformycin 1 which is a good inhibitor of adenosine deaminase (ADA) while its 5′-monophosphate 2 is a good inhibitor of adenosine 5′-monophosphate deaminase (AMPDA). The 6-methylsulfanyl derivative 7 of 6 is synthesized by condensation of the monocyclic 1,2,4-triazine 9 with bromo aldehyde 10, which is accompanied by cyclization to give the protected C-nucleoside 21; the 8-methylsulfanyl group of 21 is removed by replacement by hydrazine and oxidation. The 1,2,4-triazine 9 cyclizes similarly with chloroacetaldehyde or its dimethyl acetal to give 6,8-bis(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 17, which is converted into the parent heterocycle 27 by two routes, and into mono- and di-substituted derivatives (19, 20, 24, 25, 28-30) of the new ring system. Riboside 7 is an inhibitor of mammalian ADA (IC50 40 μM). The Royal Society of Chemistry 1999.