5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-isobutyrylguanosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Base Information

• Chemical Name: 5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-isobutyrylguanosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
• CAS No.: 147201-04-5
• Molecular Formula: C₅₀H₆₈N₇O₉PSi
• Molecular Weight: 970.191
• Hs Code.: 29349990
• Mol file: 147201-04-5.mol

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

Chemical Property of 5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-isobutyrylguanosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Chemical Property:

• PKA: 9.16±0.20(Predicted)
• PSA: 197.90000
• LogP: 9.76198
• Storage Temp.: ?20°C

Purity/Quality:

99% ^*data from raw suppliers

DMT-2′O-TBDMS-rG(ib) Phosphoramidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-isobutyrylguanosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is mainly used as a biochemical reagent. DMT-2′O-TBDMS-rG(ib) Phosphoramidite was used to develop receptor-like approaches for high fidelity base paring at the 3’-terminus.

Technology Process of 5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-isobutyrylguanosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

There total 5 articles about 5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-isobutyrylguanosine-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: 97.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (81279-39-2) → N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-O-tertbutyl(dimethylsilyl)guanine-3'-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (147201-04-5,131289-18-4,131316-87-5)

Guidance literature:

With pyridinium trifluroacetate; In nitromethane; at 20 ℃; for 5h;

DOI:10.1021/ja0449832

Reference yield: 89.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (81279-39-2) → N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-O-tertbutyl(dimethylsilyl)guanine-3'-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (147201-04-5,131289-18-4,131316-87-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; for 0.5h; Ionic liquid; ball miling;

DOI:10.1039/c1cc11025j

Reference yield: 86.0%

→ N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-O-tertbutyl(dimethylsilyl)guanine-3'-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite (147201-04-5,131289-18-4,131316-87-5)

Guidance literature:

upstream raw materials:

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

N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide

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

diisopropylamine

Downstream raw materials:

5'-O-DMTr-rG(iBu)p(CNE)-rA(Bz)po(CNE)dT-3'-O-Lev

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