93183-15-4

Basic information

• Product Name: 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE
• Synonyms: 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE;N2-(ISOBUTYRYL)-5'-O-(DIMETHOXYTRITYL)-2'-DEOXYGUANOSINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE;deoxyguanosine-ce phosphoramidite*for cyclone;DNA G Phosphoramidite;DMT-dG(dmf) Amidite 5g, Single;DMT-DG(DMF) AMIDITE 2G 89 12 PACK;DMT-DG(IB) AMIDITE 5G SINGLE;DMT-DG(IB) AMIDITE 2G AB 12 PACK
• CAS NO: 93183-15-4
• Molecular Formula: C₄₄H₅₄N₇O₈P
• Molecular Weight: 839.92
• EINECS: 2017-001-1
• Mol File: 93183-15-4.mol
• Article Data: 6

Chemical Properties

• Appearance: white to off-white/
• Density: 1.22 at 20℃
• Vapor Pressure: 0-0Pa at 20-50℃
• Storage Temp.: Store at -20°C
• Solubility: soluble, clear
• PKA: 9.16±0.20(Predicted)
• CAS DataBase Reference: 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE(93183-15-4)
• EPA Substance Registry System: 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE(93183-15-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 93183-15-4(Hazardous Substances Data)

Usage

Uses

2’-Deoxy-5’-O-DMT-N2-isobutyrylguanosine 3’-CE Phosphoramidite is used to prepare antisense oligonucleotides containing conformationally constrained methoxyaminomethylene and aminooxymethylene and aminomethylene bridged nucleoside analogs.

InChI:InChI=1/C10H13N5O4.C7H13N2O3P/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6;1-5(2)7(10)12-13(9)11-6(3)4-8/h3-6,16-17H,1-2H2,(H3,11,13,14,18);5-6H,9H2,1-3H3/t4-,5+,6?;/m0./s1

Upstream product

• 17425-88-6 N,N-diisopropyl-1,1,1-trimethylsilylamine 
• 102691-36-1 N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 68892-41-1 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine 
• 124482-92-4 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 68892-42-2 N-isobutyryl-2'-deoxyguanosine 
• 109-78-4 3-Hydroxypropionitrile 
• 133728-85-5 C₄₇H₆₄N₇O₇P 
• 108-18-9 diisopropylamine 

Downstream Products

• 402920-18-7 C₅₉H₆₂N₉O₁₅P 
• 656249-32-0 C₅₇H₆₄N₁₁O₁₅P 
• 160107-22-2 N₂-isobutyryl-3'-O-(2-cyanoethyl)-phosphonate-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 
• 863507-30-6 C₅₉H₆₂N₉O₁₅PS 
• 627866-37-9 C₅₄H₆₀N₁₁O₁₄P 
• 249572-34-7 2,2-dimethoxypropyl cyanoethyl 5'-O-(dimethoxytrityl)-N-isobutyryl-2'-deoxy-3'-guanylate 
• 249632-05-1 2,5-dimethoxy-2,5-dihydrofurfuryl cyanoethyl 5'-O-(dimethoxytrityl)-N-isobutyryl-2'-deoxy-3'-guanylate 
• 249572-38-1 2,2-dimethoxypropionyl cyanoethyl N-benzoyl-2'-deoxy-P-cyanoethylcytidylyl-(3'-5')-N-isobutyryl-2'-deoxy-3'-guanylate 
• 249572-36-9 2,2-dimethoxypropionyl cyanoethyl N-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxy-P-cyanoethylcytidylyl-(3'-5')-N-isobutyryl-2'-deoxy-3'-guanylate 
• 1305319-06-5 C₇₇H₉₁N₁₅O₂₀P₂Si 
• 1305318-95-9 C₇₇H₉₁N₁₅O₂₁P₂Si 
• 1305318-96-0 C₇₇H₉₁N₁₅O₂₁P₂Si 
• 1305318-70-0 C₆₀H₇₀N₉O₁₄PSi 

Relevant articles and documents

ON-DEMAND PHOSPHORAMIDITE SYNTHESIS

The invention relates to a method of synthesis of phosphoramidites by immobilization of a phosphitylation agent on a resin activated to create a charged resin, then putting in contact with the charged resin with a suitable substrate. Phosphoramidites are synthesized in a few minutes from the application of the starting materials. Thus, the process makes it possible to create specific phosphoramidites on demand when they are needed in other applications. The substrates to be applied are mainly nucleosides, thus making it possible to create nucleoside phosphoramidites for the subsequent synthesis of oligonucleotides.

A new and convenient approach for the preparation of β-cyanoethyl protected trinucleotide phosphoramidites

Herein we report a convenient approach for the preparation of fully protected trinucleotide synthons to be used for the synthesis of gene libraries. The trinucleotide synthons bear β-cyanoethyl groups at the phosphate residues, and thus can be used in standard oligonucleotide synthesis without additional steps for deprotection and work-up.

Method of preparing phosphoramidites

Improved methods for preparation of phosphoramidite compounds are disclosed. The phosphoramidites are useful, for example, for the preparation of oligonucleotides by solid state oligonucleotide synthetic regimes.