168427-88-1

Basic information

• Product Name: 1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• Synonyms: 1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS NO: 168427-88-1
• Molecular Weight: 634.341
• Mol File: 168427-88-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione(168427-88-1)
• EPA Substance Registry System: 1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione(168427-88-1)

Safety Data

• Hazardous Substances Data: 168427-88-1(Hazardous Substances Data)

Upstream product

• 183945-03-1 C₂₅H₃₀O₈ 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 183945-01-9 (2R,3R,4R,5S)-3-(2,4-Dichloro-benzyloxy)-2-(2,4-dichloro-benzyloxymethyl)-5-methoxy-4-(2-methoxy-ethoxy)-tetrahydro-furan 
• 65-71-4 thymin 
• 168427-35-8 (3R,4S,5R)-4-((2,4-dichlorobenzyl)oxy)-5-(((2,4-dichlorobenzyl)oxy)methyl)-2-methoxytetrahydrofuran-3-ol 
• 50-69-1 D-ribose 
• 94-99-5 2,4-Dichlorobenzyl chloride 
• 163759-42-0 Methyl-2-O-acetyl-3,5-bis-O-(2,4-dichlorobenzyl)-α-D-ribofuranosid 
• 163759-40-8 methyl 2,3,5-tris-O-(2,4-dichlorobenzyl)-β-D-ribofuranoside 
• 163759-43-1 1-<2'-O-Acetyl-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin 
• 163759-45-3 3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin 
• 163759-44-2 1-<2'-O-Acetyl-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>-3-<(benzyloxy)methyl>thymin 
• 163759-46-4 3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 

Downstream Products

• 163759-49-7 2'-O-(2-methoxyethyl)-5-methyluridine 
• 163759-50-0 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-5-methyluridine 
• 163759-51-1 [5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-5-methyluridin-3'-O-yl]-2-cyanoethyl-N,N-diisopropylphosphoramidite 

Relevant articles and documents

Stereoselective synthesis of 2'-O-(2-methoxyethyl)ribonucleosides: Neighboring-group participation of the methoxyethoxy group in the ribosylation step

A new access to 2'-O-(2-methoxyethyl)ribonucleosides, building blocks for second-generation antisense oligonucleotides, is presented. The influence of various reaction parameters on the coupling reaction of 2-O-(2-methoxyethyl)-D-ribose derivatives with heteroaromatic bases as the key step was investigated, and reaction conditions were optimized with regard to formation of the desired β-D-anomers. With Sn2+ salts as promotors in polar solvents, these β-D-anomers were formed with a high degree of stereoselectivity.