3,4-diisopropoxy-5-iodobenzaldehyde

Base Information

• Chemical Name: 3,4-diisopropoxy-5-iodobenzaldehyde
• CAS No.: 943975-95-9
• Molecular Formula: C₁₃H₁₇IO₃
• Molecular Weight: 348.181
• Mol file: 943975-95-9.mol

Synonyms:3,4-diisopropoxy-5-iodobenzaldehyde

Chemical Property of 3,4-diisopropoxy-5-iodobenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-diisopropoxy-5-iodobenzaldehyde

There total 1 articles about 3,4-diisopropoxy-5-iodobenzaldehyde 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: 91.0%

3-iodo-4,5-dihydroxybenzaldehyde (54246-05-8) + isopropyl bromide (75-26-3) → 3,4-diisopropoxy-5-iodobenzaldehyde (943975-95-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 55 ℃; for 120h;

DOI:10.1021/ol070889p

Reference yield: 84.0%

3,4-diisopropoxy-5-iodobenzaldehyde (943975-95-9) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-iodo-2,3-diisopropoxy-5-vinylbenzene (943975-83-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.75h;

3,4-diisopropoxy-5-iodobenzaldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 2.5h; Further stages.;

DOI:10.1021/ol070889p

Reference yield:

3,4-diisopropoxy-5-iodobenzaldehyde (943975-95-9) → C28H35N2O8Cl2I (943975-90-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -20 °C

1.2: 84 percent / tetrahydrofuran; hexane / 2.5 h / 20 °C

2.1: AD-mix-α / 2-methyl-propan-2-ol; H2O / 6 h / 25 °C

2.2: imidazole / dimethylformamide / 5 h / 0 °C

2.3: triphenylphosphine; diisopropyl azodicarboxylate; diphenylphosphoryl azide / tetrahydrofuran / 2 h / 0 °C

3.1: triphenylphosphine / tetrahydrofuran; H₂O / 3 h / 60 °C

4.1: Et₃N / CH₂Cl₂ / 20 °C

5.1: n-Bu₄NF / tetrahydrofuran / 2 h / 0 °C

6.1: aq. NaHCO₃; KBr; NaOCl / TEMPO / acetone / 1.5 h / 0 °C

7.1: SOCl₂ / 12 h / 20 °C

8.1: 80 percent / 2,5-lutidine; HATU / tetrahydrofuran; CH₂Cl₂ / 12 h / 5 °C

With sodium hypochlorite; AD-mix-α; n-butyllithium; thionyl chloride; 2,5-dimethylpyridine; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In tetrahydrofuran; hexane; dichloromethane; water; acetone; tert-butyl alcohol; 2.1: Sharpless asymmetric dihydroxylation / 2.3: Mitsunobu reaction;

DOI:10.1021/ol070889p

upstream raw materials:

3-iodo-4,5-dihydroxybenzaldehyde

isopropyl bromide

Downstream raw materials:

1-iodo-2,3-diisopropoxy-5-vinylbenzene

C₁₉H₃₀INO₅

C₁₄H₂₁IO₄

C₂₀H₃₄IO₃SiN₃

Refernces