4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate

Base Information

• Chemical Name: 4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate
• CAS No.: 1590443-31-4
• Molecular Formula: C₂₃H₂₆N₂O₉
• Molecular Weight: 474.467
• Mol file: 1590443-31-4.mol

Synonyms:4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate

Chemical Property of 4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate

There total 6 articles about 4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate 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: 86.0%

4,5-dimethoxy-2-nitrobenzyl (2,6-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)-4-(hydroxymethyl)phenyl)carbamate (1590443-36-9) → 4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate (1590443-31-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2014.01.092

Reference yield:

p-aminoethylbenzoate (94-09-7) → 4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate (1590443-31-4)

Guidance literature:

Multi-step reaction with 5 steps

1: iodine; silver sulfate / ethanol / 0.83 h / 20 °C

2: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / 0 - 20 °C / Inert atmosphere

3: palladium diacetate; triphenylphosphine; potassium phosphate / 1,4-dioxane; water / 3 h

4: sodium hydrogencarbonate / water; dichloromethane / 2 h / 20 °C

5: hydrogenchloride / tetrahydrofuran / 0.5 h / 20 °C

With hydrogenchloride; potassium phosphate; iodine; palladium diacetate; diisobutylaluminium hydride; sodium hydrogencarbonate; silver sulfate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene;

DOI:10.1016/j.tetlet.2014.01.092

Reference yield:

(4-amino-3,5-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)phenyl)methanol (1590443-37-0) → 4,5-dimethoxy-2-nitrobenzyl (4-(hydroxymethyl)-2,6-bis((E)-3-hydroxyprop-1-en-1-yl)phenyl)carbamate (1590443-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; dichloromethane / 2 h / 20 °C

2: hydrogenchloride / tetrahydrofuran / 0.5 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetlet.2014.01.092

upstream raw materials:

nitroveratryloxycarbonyl chloride

p-aminoethylbenzoate

ethyl 4-amino-3.5-diiodobenzoate

(4-amino-3,5-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)phenyl)methanol