(5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine

Base Information

• Chemical Name: (5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine
• CAS No.: 222736-16-5
• Molecular Formula: C₄₁H₄₉N₅O₇Si
• Molecular Weight: 751.955
• Mol file: 222736-16-5.mol

Synonyms:(5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine

Chemical Property of (5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine

There total 13 articles about (5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine 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: 58.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + (5'S)-N2-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-2'-deoxyguanosine (222736-15-4) → (5'S)-N2-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine (222736-16-5)

Guidance literature:

With pyridine; dmap; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ja207407n

Reference yield:

N2-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-oxo-5',8-cyclo-2'-deoxyguanosine → (5'S)-N2-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine (222736-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.139 g / NaBH₄ / methanol / 1 h / 20 °C

2: pyridine / 4 h / 80 °C

With sodium tetrahydroborate; In pyridine; methanol;

DOI:10.1021/tx9802668

Reference yield:

N2-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-2',5'-dideoxyguanosine (222736-14-3) → (5'S)-N2-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine (222736-16-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.326 g / SeO₂ / dioxane / 20 h / reflux

2: 0.139 g / NaBH₄ / methanol / 1 h / 20 °C

3: pyridine / 4 h / 80 °C

With sodium tetrahydroborate; selenium(IV) oxide; In 1,4-dioxane; pyridine; methanol;

DOI:10.1021/tx9802668

upstream raw materials:

4,4'-dimethoxytrityl chloride

(5'S)-N₂-isobutyryl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-2'-deoxyguanosine

N-isobutyryl-2'-deoxyguanosine

tert-butyldimethylsilyl chloride

Downstream raw materials:

(5'S)-N₂-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-5',8-cyclo-2'-deoxyguanosine