O^3',O^5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine

Base Information

• Chemical Name: O^3',O^5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine
• CAS No.: 1616883-33-0
• Molecular Formula: C₂₇H₃₆N₂O₈S
• Molecular Weight: 548.657
• Mol file: 1616883-33-0.mol

Synonyms:O^3',O^5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine

Chemical Property of O^3',O^5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O^3',O^5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine

There total 3 articles about O^3',O^5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine 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: 87.0%

5-bromo-O3′,O5′-dipivaloyl-2′-deoxyuridine (1616883-24-9) + p-methoxybenzylmercaptan (6258-60-2) → O3',O5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine (1616883-33-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; for 5h; Inert atmosphere; Reflux;

DOI:10.1039/c4ob00597j

Reference yield:

pivaloyl chloride (3282-30-2) → O3',O5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine (1616883-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 0 °C

2: N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 5 h / Inert atmosphere; Reflux

With pyridine; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane;

DOI:10.1039/c4ob00597j

Reference yield:

5-bromo-2'-deoxyuridine (59-14-3,723-73-9) → O3',O5'-dipivaloyl-5-[4'-methoxybenzylsulfanyl]-2'-deoxyuridine (1616883-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 0 °C

2: N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 5 h / Inert atmosphere; Reflux

With pyridine; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane;

DOI:10.1039/c4ob00597j

upstream raw materials:

5-bromo-O^3′,O^5′-dipivaloyl-2′-deoxyuridine

p-methoxybenzylmercaptan

pivaloyl chloride

5-bromo-2'-deoxyuridine