2'-O-(tert-Butyldimethylsilyl)-N-isobutyrylguanosine

Base Information

• Chemical Name: 2'-O-(tert-Butyldimethylsilyl)-N-isobutyrylguanosine
• CAS No.: 182007-86-9
• Molecular Formula: C20H33N5O6Si
• Molecular Weight: 467.59100
• Mol file: 182007-86-9.mol

Synonyms:(2)N-isobutyryl-2'O-tertbutyldimethylsilyl guanosine;N2-isobutyryl-2'O-tertbutyldimethylsilyl guanosine;N-{9-[(2R,3R,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-isobutyramide;

Chemical Property of 2'-O-(tert-Butyldimethylsilyl)-N-isobutyrylguanosine

Chemical Property:

• PKA: 9.16±0.20(Predicted)
• PSA: 151.59000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 1.42810

Purity/Quality:

97% ^*data from raw suppliers

2'-O-tert-Butyldimethylsilyl-N2-isobutyrylguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-(tert-Butyldimethylsilyl)-N-isobutyrylguanosine

There total 8 articles about 2'-O-(tert-Butyldimethylsilyl)-N-isobutyrylguanosine 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: 92.0%

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-2'-O-tertbutyldimethylsilyl guanosine (182007-86-9)

Guidance literature:

With dichloro-acetic acid; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1016/j.bmc.2010.04.064

Reference yield:

N-{9-[2,2-di-tert-butyl-7-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-isobutyramide (401813-00-1) → N2-isobutyryl-2'-O-tertbutyldimethylsilyl guanosine (182007-86-9)

Guidance literature:

With pyridine hydrogenfluoride; In pyridine; dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(02)00181-8

Reference yield:

G (118-00-3) → N2-isobutyryl-2'-O-tertbutyldimethylsilyl guanosine (182007-86-9)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 0 °C

2: imidazole / dimethylformamide / 60 °C

3: 96 percent / pyridine / CH₂Cl₂

4: HF; pyridine / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; hydrogen fluoride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1081/NCN-120022724

upstream raw materials:

N-{9-[2,2-di-tert-butyl-7-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-isobutyramide

2-amino-9-((4aR,6R,7R,7aS)-2,2-di-tert-butyl-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxasilin-6-yl)-1,9-dihydro-6H-purin-6-one

G

2'-O-(tert-butyldimethylsilyl)-3',5'-O-(di-tert-butylsilanediyl)guanosine

Downstream raw materials:

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