183051-91-4

Basic information

• Product Name: (2R,4aR,6R,7R,8R,8aS)-6-(6-Amino-purin-9-yl)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
• Synonyms: (2R,4aR,6R,7R,8R,8aS)-6-(6-Amino-purin-9-yl)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
• CAS NO: 183051-91-4
• Molecular Weight: 414.378
• Mol File: 183051-91-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,4aR,6R,7R,8R,8aS)-6-(6-Amino-purin-9-yl)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4aR,6R,7R,8R,8aS)-6-(6-Amino-purin-9-yl)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol(183051-91-4)
• EPA Substance Registry System: (2R,4aR,6R,7R,8R,8aS)-6-(6-Amino-purin-9-yl)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol(183051-91-4)

Safety Data

• Hazardous Substances Data: 183051-91-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 39798-19-1 Adenosine dialdehyde 
• 183051-90-3 (2R,4aR,6R,7S,8R,8aS)-6-(6-Amino-purin-9-yl)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 
• 75-52-5 nitromethane 

Downstream Products

• 183051-95-8 9-((2R,4aR,6R,8aS)-8-Nitro-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 183052-00-8 [(2R,4aR,6R,7R,8R,8aS)-6-(6-Amino-purin-9-yl)-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ylamino]-acetic acid methyl ester 
• 183052-02-0 9-((2R,4aR,6R,7R,8S,8aS)-8-Nitro-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 183051-96-9 9-((2R,4aR,6R,7R,8R,8aS)-7-Morpholin-4-yl-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 183051-97-0 9-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-piperidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 183051-99-2 9-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-prop-2-ynylamino-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 183051-98-1 9-((2R,4aR,6R,7R,8R,8aS)-7-Allylamino-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 183052-01-9 9-((2R,4aR,6R,7R,8S,8aS)-7-Methylsulfanyl-8-nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 183051-93-6 9-((2R,4aR,6R,8R,8aS)-8-Nitro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 
• 205926-83-6 9-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-pyrrolidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-9H-purin-6-ylamine 

Relevant articles and documents

Stereoselective synthesis of some 3-nitroglucopyranosyladenine analogues via a nitroolefin intermediate as potential therapeutic agents

Three isomers of 9-(4,6-O-benzylidene-3-deoxy-[β-D-hexopyranosyl) adenines (2-4) were isolated. The manno isomer 2 could be isomerized to the gluco isomer 3. The manno (2) and galacto isomer (4) were deprotected to 5 and 7, respectively. Michael addition of some organic amines and thiolates to the nitroolefin intermediate (8) gave the corresponding 2-(substituted)-3- nitro-glucopyranosides (9a-h). Compounds 9a,c,h were deprotected to 10a,c,h. Sodium azide with 8 gave the triazolo nucleoside 11, which was deprotected to 12.2-Deoxy-3-nitro analogue 14 was also obtained.