C₂₈H₃₃I₂NO₆

Base Information

• Chemical Name: C₂₈H₃₃I₂NO₆
• CAS No.: 1393603-65-0
• Molecular Formula: C₂₈H₃₃I₂NO₆
• Molecular Weight: 733.382
• Mol file: 1393603-65-0.mol

Synonyms:C₂₈H₃₃I₂NO₆

Chemical Property of C₂₈H₃₃I₂NO₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₈H₃₃I₂NO₆

There total 14 articles about C₂₈H₃₃I₂NO₆ 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:

4-hydroxy-3-iodo-benzaldehyde (60032-63-5) → C28H33I2NO6 (1393603-42-3) + C28H33I2NO6 (1393603-65-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Cooling with ice

2.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.17 h / -78 °C / Inert atmosphere

2.2: 0.75 h / Inert atmosphere

3.1: water; lithium hydroxide / tetrahydrofuran / 3 h / Reflux

4.1: oxalyl dichloride; N,N-dimethyl-formamide

5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C

With dmap; oxalyl dichloride; 18-crown-6 ether; water; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran; dichloromethane; toluene; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;

DOI:10.1039/c2ob25880c

Reference yield:

C11H10ClIO3 + (+/-)-(2S,4S,9aR)-4-(2-iodo-4,5-dimethoxyphenyl)octahydro-1H-quinolizin-2-ol → C28H33I2NO6 (1393603-42-3) + C28H33I2NO6 (1393603-65-0)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1039/c2ob25880c

Reference yield:

C13H25NO3 (1393603-29-6) → C28H33I2NO6 (1393603-42-3) + C28H33I2NO6 (1393603-65-0)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

2: sodium hydroxide / methanol / 16 h / 55 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

4: sodium hydroxide / tetrahydrofuran / 4 h / 0 - 20 °C

5: L-Selectride / tetrahydrofuran / 1 h / -78 °C

6: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C

With dmap; L-Selectride; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1039/c2ob25880c

upstream raw materials:

2(RS)-(2-hydroxyethyl)piperidine

(+)-(2R)-(2-oxopropyl)piperidine-1-carbamic acid tert-butylester

C₁₃H₂₅NO₃

(R,E)-tert-butyl-2-(4-(2-iodo-4,5-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate

Refernces