5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite

Base Information

• Chemical Name: 5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite
• CAS No.: 1586816-15-0
• Molecular Formula: C₅₁H₅₉N₈O₁₁P
• Molecular Weight: 991.05
• Mol file: 1586816-15-0.mol

Synonyms:5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite

Chemical Property of 5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite

There total 4 articles about 5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)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: 95.0%

5'-O-(dimethoxytrityl)-N2-isobutyryl-2'-O-(o-nitrobenzyl)guanosine (1300713-90-9) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 5'-O-(dimethoxytrityl)-N2-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite (1586816-15-0)

Guidance literature:

With 1-methyl-1H-imidazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo4028374

Reference yield:

N2-isobutyryl-2'-O-(o-nitrobenzyl)guanosine (64350-25-0) → 5'-O-(dimethoxytrityl)-N2-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite (1586816-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine; 1-methyl-1H-imidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere

With pyridine; 1-methyl-1H-imidazole; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1080/15257770.2014.965256

Reference yield:

2-nitrophenylmethyl bromide (3958-60-9) → 5'-O-(dimethoxytrityl)-N2-isobutyryl-2'-O-(o-nitrobenzyl)-guanosine 3′-N,N-diisopropyl(cyanoethyl)phosphoramidite (1586816-15-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h / 0 °C

1.2: 5 h / 0 °C

2.1: pyridine / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; 1-methyl-1H-imidazole / dichloromethane / 1 h / 20 °C / Inert atmosphere

With pyridine; 1-methyl-1H-imidazole; sodium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/15257770.2014.965256

upstream raw materials:

5'-O-(dimethoxytrityl)-N²-isobutyryl-2'-O-(o-nitrobenzyl)guanosine

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

N²-isobutyryl-2'-deoxyguanosine

N²-isobutyryl-2'-O-(o-nitrobenzyl)guanosine