4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde

Base Information

• Chemical Name: 4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde
• CAS No.: 912816-63-8
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.362
• Mol file: 912816-63-8.mol

Synonyms:4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde

Chemical Property of 4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde

There total 2 articles about 4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde 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: 60.0%

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) + vanillin (121-33-5,8014-42-4) → 4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde (912816-63-8)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2006.05.034

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde (912816-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / dioxane / 10 h / 20 °C

2: 60 percent / triphenylphosphine; diethyl azodicarboxylate / CH₂Cl₂ / 0 - 20 °C

With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2006.05.034

Reference yield: 60.0%

4-[3-N-(tert-butyloxycarbonyl)propyloxy]-5-methoxybenzaldehyde (912816-63-8) + 2-amino-4-<5'-(4''-methylpiperazin-1''-yl)benzimidazol-2'-yl>aniline (23491-49-8) → (3-{2-methoxy-4-[5-(4-methyl-piperazin-1-yl)-1H,1'H-[2,5']bibenzoimidazolyl-2'-yl]-phenoxy}-propyl)-carbamic acid tert-butyl ester (912816-64-9)

Guidance literature:

With sodium metabisulfite; In ethanol; water; for 7h; Heating;

DOI:10.1016/j.bmc.2006.05.034

upstream raw materials:

N-tert-butoxycarbonyl-3-aminopropanol

vanillin

di-tert-butyl dicarbonate

Downstream raw materials:

(3-{2-methoxy-4-[5-(4-methyl-piperazin-1-yl)-1H,1'H-[2,5']bibenzoimidazolyl-2'-yl]-phenoxy}-propyl)-carbamic acid tert-butyl ester

5-(4-methylpiperazin-1-yl)-2-[2'-(4-{3-aminopropyloxy}-3-methoxyphenyl)-5'-benzimidazolyl]benzimidazole