4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol

Base Information

• Chemical Name: 4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol
• CAS No.: 160888-75-5
• Molecular Formula: C₁₅H₁₉NO₉
• Molecular Weight: 357.317
• Mol file: 160888-75-5.mol

Synonyms:4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol

Chemical Property of 4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol

There total 3 articles about 4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol 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: 73.0%

4,5-bis-(ethoxycarbonylmethoxy)-2-nitrobenzaldehyde (160888-74-4) → 4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol (160888-75-5)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In ethanol; dichloromethane; at 0 ℃; for 3h;

DOI:10.1002/cbic.202100467

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → 4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol (160888-75-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: K₂CO₃ / dimethylformamide / 0.5 h

1.2: 89 percent / dimethylformamide / 16.5 h / 0 - 20 °C

2.1: 86 percent / KNO₃; TFA / 16 h / 0 - 20 °C

3.1: 67 percent / NaBH₄; AcOH / CH₂Cl₂; ethanol / 1.5 h / 0 - 5 °C

With sodium tetrahydroborate; potassium carbonate; acetic acid; potassium nitrate; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja069361q

Reference yield:

(2-ethoxycarbonylmethoxy-5-formyl-phenoxy)-acetic acid ethyl ester (119309-58-9) → 4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl alcohol (160888-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / KNO₃; TFA / 16 h / 0 - 20 °C

2: 67 percent / NaBH₄; AcOH / CH₂Cl₂; ethanol / 1.5 h / 0 - 5 °C

With sodium tetrahydroborate; acetic acid; potassium nitrate; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/ja069361q

upstream raw materials:

4,5-bis-(ethoxycarbonylmethoxy)-2-nitrobenzaldehyde

(2-ethoxycarbonylmethoxy-5-formyl-phenoxy)-acetic acid ethyl ester

3,4-dihydroxybenzaldehyde

Downstream raw materials:

3-[4,5-bis(carboxymethoxy)-2-nitrobenzyl]-1,7-dimethylxanthine

3-[4,5-bis(ethoxycarbonylmethoxy)-2-nitrobenzyl]-1,7-dimethylxanthine

Refernces

• 1、 Ni, Jiahong,Auston, Darryl A.,Freilich, David A.,Muralidharan, Sukumaran,Sobie, Eric A.,Kao, Joseph P. Y.. "Photochemical gating of intracellular Ca2+ release channels". . p. 5316 - 5317. Retrieved 2008/02/03.