5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE

Base Information

• Chemical Name: 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE
• CAS No.: 93183-15-4
• Molecular Formula: C₄₄H₅₄N₇O₈P
• Molecular Weight: 839.929
• Hs Code.: 29349990
• Mol file: 93183-15-4.mol

Synonyms:5'-O-DMT-2'-dG(N-iBu)-3'-CEDPA

Chemical Property of 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-50℃
• PKA: 9.16±0.20(Predicted)
• PSA: 188.67000
• Density: 1.22 at 20℃
• LogP: 7.76168
• Storage Temp.: Store at -20°C
• Solubility.: soluble, clear

Purity/Quality:

99% ^*data from raw suppliers

2’-Deoxy-5’-O-DMT-N2-isobutyrylguanosine3’-CEPhosphoramidite ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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.

Technology Process of 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE

There total 10 articles about 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

→ 5'-O-dimethoxytrityl-N2-isobutyryl-2'-deoxyguanosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite (141846-56-2,149198-11-8,103001-00-9,103001-83-8,93183-15-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; for 0.0833333h;

With dmap; In dichloromethane; toluene; for 0.133333h;

Reference yield: 92.0%

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → 5'-O-dimethoxytrityl-N2-isobutyryl-2'-deoxyguanosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite (141846-56-2,149198-11-8,103001-00-9,103001-83-8,93183-15-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 12h; Product distribution / selectivity;

Reference yield: 70.0%

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 5'-O-dimethoxytrityl-N2-isobutyryl-2'-deoxyguanosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite (141846-56-2,149198-11-8,103001-00-9,103001-83-8,93183-15-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 65 ℃; for 0.25h; Inert atmosphere; Microwave irradiation; Sealed tube;

DOI:10.1039/c4cc03092c

upstream raw materials:

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N,N-diisopropyl-1,1,1-trimethylsilylamine

diisopropylamine

Downstream raw materials:

C₅₉H₆₂N₉O₁₅P

C₅₇H₆₄N₁₁O₁₅P

N₂-isobutyryl-3'-O-(2-cyanoethyl)-phosphonate-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

C₅₉H₆₂N₉O₁₅PS