112220-31-2

Basic information

• Product Name: (2R,3R,4R,5R)-2-((6-amino-5-nitropyrimidin-4-yl)amino)-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate
• Synonyms: (2R,3R,4R,5R)-2-((6-amino-5-nitropyrimidin-4-yl)amino)-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate
• CAS NO: 112220-31-2
• Molecular Weight: 599.557
• Mol File: 112220-31-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R,5R)-2-((6-amino-5-nitropyrimidin-4-yl)amino)-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R,5R)-2-((6-amino-5-nitropyrimidin-4-yl)amino)-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate(112220-31-2)
• EPA Substance Registry System: (2R,3R,4R,5R)-2-((6-amino-5-nitropyrimidin-4-yl)amino)-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate(112220-31-2)

Safety Data

• Hazardous Substances Data: 112220-31-2(Hazardous Substances Data)

Upstream product

• 2164-84-3 4,6-Diamino-5-nitropyrimidine 
• 14215-97-5 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose 
• 651013-63-7 β-D-ribofuranose 5-t-butyldiphenylsilyloxy-2,3,5-tribenzoate 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 865854-33-7 C₃₀H₂₅N₅O₉ 

Downstream Products

• 105798-74-1 Clitocine 

Relevant articles and documents

Unexpected Observation of the Dimroth Rearrangement in the Ribosylation of 4-Aminopyrimidines

A method for the preparation of 1-(N-ribofuranosyl)-6-imino-1,6-dihydropyrimidin-4-amines 3 or 4-(N-ribofuranosyl)-6-aminopyrimidines 4 via glycosylation of 4-aminopyrimidines 2 or 5 is described. Silylated 4-aminopyrimidines 2 or 5 upon ribosylation with 1 provide products 3. When intermediates 3 contain a strongly electron-withdrawing group, such as C(4)-Cl or C(5)-NO2, they rearrange to products 4 in the presence of aqueous ammonia. A mechanism is proposed that involves a ring-opening/ring-closing (Dimroth) rearrangement.

Efficient synthesis of clitocine via 1,3-N (endo) to N (exo) migration: A revision to Kini's work

Efficient synthesis of clitocine has been accomplished via unprecedented 1,3-N (endo) to N (exo) migration as a key transformation. Incorporation of p-chlorobenzoyl (PCB) group as a protecting group led to the easy solidification of the intermediate of 7,

Synthesis, Intramolecular Hydrogen Bonding, and Biochemical Studies of Clitocine, a Naturally Occurring Exocyclic Amino Nucleoside

The total synthesis of clitocine (1), a nucleoside recently isolated from the mushroom Clitocybe inversa, has been accomplished.Glycosylation of 4,6-diamino-5-nitropyrimidine (4) with 1-O-acetyl-2,3,5