(+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine

Base Information

• Chemical Name: (+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine
• CAS No.: 889886-07-1
• Molecular Formula: C₃₁H₄₁N₅O₃Si
• Molecular Weight: 559.784
• Mol file: 889886-07-1.mol

Synonyms:(+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine

Chemical Property of (+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine

There total 5 articles about (+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine 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: 70.0%

(+/-)-1-O-tert-butyldiphenylsilyl-5-O-pivaloylpentane-1,3,5-triol (889886-06-0) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → (+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine (889886-07-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; at 20 ℃; for 19h;

DOI:10.1080/15257770500265612

Reference yield:

(+/-)-5-O-pivaloylpentane-1,3,5-triol (889886-05-9) → (+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine (889886-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 g / imidazole / CH₂Cl₂ / 1 h / 20 °C

2: 70 percent / Ph₃P; diethyl azodicarboxylate / dioxane / 19 h / 20 °C

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1080/15257770500265612

Reference yield:

(+/-)-1-O-pivaloyl-3,5-O-isopropylidenepentane-1,3,5-triol (889886-04-8) → (+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-pivaloyloxy)propyl]adenine (889886-07-1)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH / H₂O / 15 h / 50 - 55 °C

2: 13 g / imidazole / CH₂Cl₂ / 1 h / 20 °C

3: 70 percent / Ph₃P; diethyl azodicarboxylate / dioxane / 19 h / 20 °C

With 1H-imidazole; acetic acid; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane; water; 3: Mitsunobu reaction;

DOI:10.1080/15257770500265612

upstream raw materials:

(+/-)-1-O-tert-butyldiphenylsilyl-5-O-pivaloylpentane-1,3,5-triol

adenine

(+/-)-5-O-pivaloylpentane-1,3,5-triol

(+/-)-1-O-pivaloyl-3,5-O-isopropylidenepentane-1,3,5-triol

Downstream raw materials:

(+/-)-9-[(1-trityloxyethyl)(3-di-tert-butylcarbonyloxymethylphosphonomethoxy)propyl]-N⁶-trityladenine

(+/-)-9-[(1-tert-butyldiphenylsilyloxyethyl)(3-trityloxy)propyl]-N⁶-trityladenine

(+/-)-9-[(1-trityloxyethyl)(3-phosphonomethoxy)propyl]-N⁶-trityladenine

(+/-)-9-[(1-trityloxyethyl)(3-hydroxy)propyl]-N⁶-trityladenine