33282-64-3

Basic information

• Product Name: 5-bromo-2,4-bis(trimethylsilyloxy)pyrimidine
• Synonyms: 5-bromo-2,4-bis(trimethylsilyloxy)pyrimidine
• CAS NO: 33282-64-3
• Molecular Formula: C₁₀H₁₉BrN₂O₂Si₂
• Molecular Weight: 335
• Mol File: 33282-64-3.mol
• Article Data: 28

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-bromo-2,4-bis(trimethylsilyloxy)pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-2,4-bis(trimethylsilyloxy)pyrimidine(33282-64-3)
• EPA Substance Registry System: 5-bromo-2,4-bis(trimethylsilyloxy)pyrimidine(33282-64-3)

Safety Data

• Hazardous Substances Data: 33282-64-3(Hazardous Substances Data)

Upstream product

• 51-20-7 5-bromouracil 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 51-20-7 2,4-dihydroxy-5-bromopyrimidine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 161615-19-6 C₂₅H₂₁BrN₂O₉ 
• 133488-22-9 1-(5,6-Di-O-acetyl-2,3-dideoxy-3-phthalimido-α-D-arabino-hexafuranosyl)-5-bromouracil 
• 66-22-8 uracil 
• 59698-20-3 5-cyclopropyl-pyrimidin-2,4-(1H,3H)-dione 
• 59968-56-8 5-cyclopropyl-2,4-bis(trimethylsilyloxy)pyrimidine 
• 10457-14-4 O,O'-bis-(trimethylsilyl)uracil 
• 141119-28-0 (+)-(2R,4S)-5-bromo-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>uracil 
• 141119-27-9 (+)-(2R,4R)-5-bromo-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>uracil 
• 127984-93-4 1-Amino-5-bromouracil 
• 172473-15-3 5-bromo-1-(5-O-tert-butyldiphenylsilyl-2-deoxy-3-O-p-toluenesulfonyl-β-D-erythro-pentofuranosyl)uracil 
• 956478-08-3 C₃₂H₃₂BrN₃O₅S 
• 2857-97-8 trimethylsilyl bromide 
• 78692-73-6 1-<(2-acetoxyethoxy)methyl>-5-bromouracil 

Relevant articles and documents

Efficient and selective catalytic N-Alkylation of pyrimidine by ammonium Sulfate?Hydro-thermal carbone under eco-friendly conditions

Abstract: An efficient and inexpensive method for the N-alkylation of pyrimidines using ammonium sulfate coated Hydro-Thermal-Carbone (HTC) (AS?HTC) as reused heterogeneous catalyst was developed. The catalyst was characterized by several analytical techniques such as SEM, XRD, and FTIR. The effect of various parameters was studied including catalyst loading, mole ratio, to achieve excellent selectivity and yields in 80–90%. Significantly, the present protocol offers the use of an inexpensive and environmentally friendly catalyst and simple workup. The simplicity of the procedure, excellent yield of the products, and the recyclability of the catalyst are the main advantages of this method. Graphic Abstract: Ammonium sulfate coated Hydro-Thermal-Carbone (HTC) (AS?HTC); an efficient and reused heterogeneous catalyst of the N-alkylation of pyrimidines was developed. Excellent selectivity and yields (80–90%) toward N1-alkylpyrimidines were achieved. Significantly, the present protocol offers the use of an inexpensive and environmentally friendly catalyst and simple workup.[Figure not available: see fulltext.]

A solid-supported acidic oxazolium perchlorate as an easy-handling catalyst for the synthesis of modified pyrimidine nucleosides via Vorbrüggen-type N-glycosylation

A solid-supported acidic oxazolium perchlorate was investigated as a heterogeneous catalyst in N-glycosylation reactions using silylated modified pyrimidines and an acylated ribose or glucose to afford the corresponding pyrimidine nucleosides. This salt is a nonhygroscopic and stable powder whose activity is comparable to that of 2-methyl-5-phenylbenzoxazolium perchlorate. A reaction with this polymer catalyst can be conducted on a gram scale. Reusability of the solid-supported catalyst was also investigated.

Synthesis and anti-HCMV activity of 1-[ω-(phenoxy)alkyl]uracil derivatives and analogues thereof

HCMV infection represents a life-threatening condition for immunocompromised patients and newborn infants and novel anti-HCMV agents are clearly needed. In this regard, a series of 1-[ω-(phenoxy)alkyl]uracil derivatives were synthesized and examined for antiviral properties. Compounds 17, 20, 24 and 28 were found to exhibit highly specific and promising inhibitory activity against HCMV replication in HEL cell cultures with EC50 values within 5.5-12 μM range. Further studies should be undertaken to elucidate the mechanism of action of these compounds and the structure-activity relationship for the linker region.