N³-(4-tert-butylbenzoyl)-2'-O-allyluridine

Base Information

• Chemical Name: N³-(4-tert-butylbenzoyl)-2'-O-allyluridine
• CAS No.: 163071-13-4
• Molecular Formula: C₂₃H₂₈N₂O₇
• Molecular Weight: 444.485
• Mol file: 163071-13-4.mol

Synonyms:N³-(4-tert-butylbenzoyl)-2'-O-allyluridine

Chemical Property of N³-(4-tert-butylbenzoyl)-2'-O-allyluridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N³-(4-tert-butylbenzoyl)-2'-O-allyluridine

There total 6 articles about N³-(4-tert-butylbenzoyl)-2'-O-allyluridine 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:

1-((2R,3R,3aR,9aR)-3-Allyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-3-(4-tert-butyl-benzoyl)-1H-pyrimidine-2,4-dione → N3-(4-tert-butylbenzoyl)-2'-O-allyluridine (163071-13-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Yield given;

DOI:10.1080/15257779408010672

Reference yield:

3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-2'-O-(trimethylsilyl)uridine (415903-48-9) → N3-(4-tert-butylbenzoyl)-2'-O-allyluridine (163071-13-4)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-diisopropylethylamine / pyridine / Ambient temperature

2: p-TsOH / dioxane; CH₂Cl₂ / 0.03 h

3: 1,4-bis(diphenylphosphino)butane, tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran

4: TBAF / tetrahydrofuran

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane;

DOI:10.1080/15257779408010672

Reference yield:

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-N3-(4-tert-butylbenzoyl)uridine (163071-12-3) → N3-(4-tert-butylbenzoyl)-2'-O-allyluridine (163071-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-bis(diphenylphosphino)butane, tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran

2: TBAF / tetrahydrofuran

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutyl ammonium fluoride; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran;

DOI:10.1080/15257779408010672

upstream raw materials:

3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-2'-O-(trimethylsilyl)uridine

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-N³-(4-tert-butylbenzoyl)uridine

uridine

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Downstream raw materials:

5'-O-dimethoxytrityl-N³-(4-tert-butylbenzoyl)-2'-O-allyluridine