38953-72-9

Basic information

• Product Name: 5-iodo-2,4-bis-O-trimethylsilyluracil
• Synonyms: 5-iodo-2,4-bis-O-trimethylsilyluracil
• CAS NO: 38953-72-9
• Molecular Formula: C₁₀H₁₉IN₂O₂Si₂
• Molecular Weight: 382
• Mol File: 38953-72-9.mol
• Article Data: 34

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-iodo-2,4-bis-O-trimethylsilyluracil(CAS DataBase Reference)
• NIST Chemistry Reference: 5-iodo-2,4-bis-O-trimethylsilyluracil(38953-72-9)
• EPA Substance Registry System: 5-iodo-2,4-bis-O-trimethylsilyluracil(38953-72-9)

Safety Data

• Hazardous Substances Data: 38953-72-9(Hazardous Substances Data)

Upstream product

• 696-07-1 5-iodouracil 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 696-07-1 5-iodo-2,4-pyrimidine-diol 
• 75-77-4 chloro-trimethyl-silane 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 72525-60-1 hexamethyldisilazan 
• 79387-69-2 5-iodo-2-hydroxypyrimidine 

Downstream Products

• 130788-59-9 1-<(ethoxycarbonyl)(2-oxo-1-pyrrolidinyl)methyl>5-iodouracil 
• 2857-97-8 trimethylsilyl bromide 
• 78097-08-2 1-<(2-acetoxyethoxy)methyl>-5-iodouracil 
• 104267-95-0 3',5'-di-O-(p-toluoyl)-5-iodo-α-2'-desoxyuridine 
• 38953-75-2 (2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl dibenzoate 
• 96245-84-0 1-<3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl>-5-iodo-2-pyrimidinone 
• 96245-86-2 ((2R,3S,5S)-3-((4-chlorobenzoyl)oxy)-5-(5-iodo-2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl 4-chlorobenzoate 
• 84500-33-4 2',3',5'-tri-O-acetyl-5-iodouridine 
• 97614-45-4 5-iodo-1-(2'-deoxy-2'-fluoro-3',5'-di-O-benzoyl-β-D-arabinofuranosyl)uracil 
• 97614-46-5 1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl)-5-iodouracil 
• 1445849-51-3 1-[5-(4-bromophenoxy)pentyl]-5-iodouracil 
• 1321580-93-1 1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranos-1-yl)-5-iodouracil 
• 871664-01-6 5-iodo-2'-deoxy-3',5'-di-O-p-toluoyl-uridine 

Relevant articles and documents

Improved stereoselective synthesis of the β-anomer of 1-[3,5-bis-0-(p-chlorobenzoyl)-2-deoxy-D-ribofuranosyl]-5-iodo-2-pyrimidinone

The lack of stereochemical control has been a major hurdle in synthesizing β-nucleosides in large scale. This paper reports a study of the effects of different catalysts used in the synthesis of β-nucleosides. The effects of time and temperature on α- and β-anomers are illustrated in this paper. The yield and selectivity of the β-nucleoside have been improved vastly at temperatures between -30 and -40 °C and by using SnCl4 as the catalyst.

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.