6,9-Dioxa-3,12-diazatetradecanedioic acid, 7-(4,5-dimethoxy-2-nitrophenyl)-3,12-bis(2-ethoxy-2-oxoethyl)-, diethyl ester

Base Information

• Chemical Name: 6,9-Dioxa-3,12-diazatetradecanedioic acid, 7-(4,5-dimethoxy-2-nitrophenyl)-3,12-bis(2-ethoxy-2-oxoethyl)-, diethyl ester
• CAS No.: 113430-89-0
• Molecular Formula: C₃₀H₄₇N₃O₁₄
• Molecular Weight: 673.715
• Mol file: 113430-89-0.mol

Synonyms:

Chemical Property of 6,9-Dioxa-3,12-diazatetradecanedioic acid, 7-(4,5-dimethoxy-2-nitrophenyl)-3,12-bis(2-ethoxy-2-oxoethyl)-, diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,9-Dioxa-3,12-diazatetradecanedioic acid, 7-(4,5-dimethoxy-2-nitrophenyl)-3,12-bis(2-ethoxy-2-oxoethyl)-, diethyl ester

There total 6 articles about 6,9-Dioxa-3,12-diazatetradecanedioic acid, 7-(4,5-dimethoxy-2-nitrophenyl)-3,12-bis(2-ethoxy-2-oxoethyl)-, diethyl ester 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: 65.0%

Diethyl iminodiacetate (6290-05-7) + 1-(2-nitro-4,5-dimethoxyphenyl)-1,2-bis(2-iodoethoxy)ethane (113430-88-9) → 7-(2-nitro-4,5-dimethoxyphenyl)-3,12-bis<(ethoxycarbonyl)methyl>-6,9-dioxa-3,12-diazatetradecanedioic acid diethyl ester (113430-89-0)

Guidance literature:

for 192h; under 258574 Torr;

DOI:10.1021/jo00244a022

Reference yield:

6-nitroveratraldehyde (20357-25-9) → 7-(2-nitro-4,5-dimethoxyphenyl)-3,12-bis<(ethoxycarbonyl)methyl>-6,9-dioxa-3,12-diazatetradecanedioic acid diethyl ester (113430-89-0)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hexamethylsilazide / 1.) THF, 0 deg C, 1 h, 2.) RT, 18 h

2: 90 percent / OsO₄, 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O / 45 h / Ambient temperature

3: 1.) n-butyltin oxide, 2.) tetra n-butylammonium iodide, 3.) NaH / 1.) MeOH, reflux, 2 h, 2.) toluene, reflux, 22 h, 3.) DME, RT, 1 h

4: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, RT, 18 h

5: 91 percent / triphenylphosphine, imidazole, I₂ / toluene / 0.5 h / Ambient temperature

6: 65 percent / 192 h / 258574 Torr

With 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; iodine; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; monobutyltin oxide; sodium hydride; ozone; 4-methylmorpholine N-oxide; triphenylphosphine; In water; toluene; tert-butyl alcohol;

DOI:10.1021/jo00244a022

Reference yield:

1-(4,5-dimethoxy-2-nitrophenyl)ethane-1,2-diol (113430-86-7) → 7-(2-nitro-4,5-dimethoxyphenyl)-3,12-bis<(ethoxycarbonyl)methyl>-6,9-dioxa-3,12-diazatetradecanedioic acid diethyl ester (113430-89-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-butyltin oxide, 2.) tetra n-butylammonium iodide, 3.) NaH / 1.) MeOH, reflux, 2 h, 2.) toluene, reflux, 22 h, 3.) DME, RT, 1 h

2: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, RT, 18 h

3: 91 percent / triphenylphosphine, imidazole, I₂ / toluene / 0.5 h / Ambient temperature

4: 65 percent / 192 h / 258574 Torr

With 1H-imidazole; sodium tetrahydroborate; iodine; tetra-(n-butyl)ammonium iodide; monobutyltin oxide; sodium hydride; ozone; triphenylphosphine; In toluene;

DOI:10.1021/jo00244a022

upstream raw materials:

Diethyl iminodiacetate

1-(2-nitro-4,5-dimethoxyphenyl)-1,2-bis(2-iodoethoxy)ethane

6-nitroveratraldehyde

1-(4,5-dimethoxy-2-nitrophenyl)ethane-1,2-diol

Refernces