16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane

Base Information

• Chemical Name: 16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane
• CAS No.: 141620-26-0
• Molecular Formula: C₂₀H₃₀N₂O₉
• Molecular Weight: 442.466
• Mol file: 141620-26-0.mol

Synonyms:16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane

Chemical Property of 16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane

There total 1 articles about 16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane 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-aza-18-crown-6 (33941-15-0) + 3-(chloromethyl)-2-hydroxy-5-nitrobenzaldehyde (16644-30-7) → 16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane (141620-26-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; 1) room temperature, overnight, 2) reflux, 3 h;

Reference yield:

16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane (141620-26-0) + N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → dimethyl-thiocarbamic acid O-[2-formyl-4-nitro-6-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-ylmethyl)-phenyl] ester (288852-75-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h;

DOI:10.1021/jo000175r

Reference yield:

16-(3-formyl-2-hydroxy-5-nitrobenzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane (141620-26-0) → 2-mercapto-5-nitro-3-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-ylmethyl)-benzaldehyde (288852-79-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dimethylformamide / 15 h / 0 - 20 °C

2: toluene / 6 h / Heating

3: potassium hydroxide / ethanol; H₂O / 2 h / 20 °C

With potassium hydroxide; triethylamine; In ethanol; water; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Isomerization / 3: Hydrolysis;

DOI:10.1021/jo000175r

upstream raw materials:

1-aza-18-crown-6

3-(chloromethyl)-2-hydroxy-5-nitrobenzaldehyde

Downstream raw materials:

dimethyl-thiocarbamic acid O-[2-formyl-4-nitro-6-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-ylmethyl)-phenyl] ester

2-mercapto-5-nitro-3-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-ylmethyl)-benzaldehyde

dimethyl-thiocarbamic acid S-[2-formyl-4-nitro-6-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-ylmethyl)-phenyl] ester