C₂₀H₂₄INO₄

Base Information

• Chemical Name: C₂₀H₂₄INO₄
• CAS No.: 1429123-31-8
• Molecular Formula: C₂₀H₂₄INO₄
• Molecular Weight: 469.319
• Mol file: 1429123-31-8.mol

Synonyms:C₂₀H₂₄INO₄

Chemical Property of C₂₀H₂₄INO₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₀H₂₄INO₄

There total 1 articles about C₂₀H₂₄INO₄ 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%

(2E,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienal (861909-36-6) + (3R)-3-propionyl-4-benzyloxazolidin-2-one (101711-78-8,131685-53-5) → C20H24INO4 (1429123-31-8)

Guidance literature:

(3R)-3-propionyl-4-benzyloxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

(2E,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienal; In dichloromethane; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol400508s

Reference yield:

C20H24INO4 (1429123-31-8) → C35H46O2Si (1429123-42-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: trimethylaluminum / toluene; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 1 h / -20 - 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

4.1: lithium tert-butoxide / hexane; dichloromethane / 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate / benzene / 18 h / 65 - 125 °C / Darkness; Inert atmosphere; Schlenk technique

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 55 °C / Molecular sieve; Inert atmosphere

7.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 °C / Inert atmosphere

8.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

9.1: sodium hydrogencarbonate; tert-butyl alcohol; Dess-Martin periodane / dichloromethane / 0.08 h / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; tetrabutyl ammonium fluoride; trimethylaluminum; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; lithium tert-butoxide; tert-butyl alcohol; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 5.1: |Diels-Alder Cycloaddition;

DOI:10.1021/ol400508s

Reference yield:

C20H24INO4 (1429123-31-8) → C35H48O2Si (1429123-41-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: trimethylaluminum / toluene; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 1 h / -20 - 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

4.1: lithium tert-butoxide / hexane; dichloromethane / 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate / benzene / 18 h / 65 - 125 °C / Darkness; Inert atmosphere; Schlenk technique

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 55 °C / Molecular sieve; Inert atmosphere

7.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 °C / Inert atmosphere

8.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; tetrabutyl ammonium fluoride; trimethylaluminum; diisobutylaluminium hydride; lithium tert-butoxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 5.1: |Diels-Alder Cycloaddition;

DOI:10.1021/ol400508s

upstream raw materials:

(2E,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienal

(3R)-3-propionyl-4-benzyloxazolidin-2-one

Downstream raw materials:

C₃₅H₄₆O₂Si

C₃₅H₄₈O₂Si