5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite
• CAS No.: 144490-31-3
• Molecular Formula: C₄₅H₆₁N₄O₉PSi
• Molecular Weight: 861.06
• Mol file: 144490-31-3.mol

Synonyms:

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite

Chemical Property:

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite

There total 4 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-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: 84.0%

5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine (81246-80-2) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (144490-31-3,118362-03-1,131349-31-0,131349-37-6)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2010.07.068

Reference yield: 83.0%

→ (2R,3R,4R,5R)-5-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)met hoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-3-yl(2-cyanoethyl)diisopropylphosphoramidite (121058-88-6) + 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (144490-31-3,118362-03-1,131349-31-0,131349-37-6)

Guidance literature:

Reference yield: 82.0%

5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine (81246-80-2) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite (144490-31-3,118362-03-1,131349-31-0,131349-37-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 18h;

DOI:10.1021/jo00015a010

upstream raw materials:

5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine

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

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridin-3'-yl H-phosphonate

C₆₅H₇₅N₄O₁₂PSi