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

Base Information

• Chemical Name: (4-amino-3,5-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)phenyl)methanol
• CAS No.: 1590443-37-0
• Molecular Formula: C₂₅H₄₅NO₃Si₂
• Molecular Weight: 463.808
• Mol file: 1590443-37-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (4-amino-3,5-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)phenyl)methanol 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: 67.0%

(4-amino-3,5-diiodophenyl)methanol + tert-butyl (dimethyl){[(2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl]oxy}silane (114653-19-9) → (4-amino-3,5-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)phenyl)methanol (1590443-37-0)

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In 1,4-dioxane; water; for 3h;

DOI:10.1016/j.tetlet.2014.01.092

Reference yield:

p-aminoethylbenzoate (94-09-7) → (4-amino-3,5-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)phenyl)methanol (1590443-37-0)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1016/j.tetlet.2014.01.092

Reference yield:

ethyl 4-amino-3.5-diiodobenzoate (5400-81-7) → (4-amino-3,5-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)phenyl)methanol (1590443-37-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With potassium phosphate; palladium diacetate; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; toluene;

DOI:10.1016/j.tetlet.2014.01.092

upstream raw materials:

p-aminoethylbenzoate

ethyl 4-amino-3.5-diiodobenzoate

tert-butyl (dimethyl){[(2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl]oxy}silane

tert-Butyldimethyl(prop-2-ynyloxy)silane

Downstream raw materials:

4,5-dimethoxy-2-nitrobenzyl (2,6-bis((E)-3-((tert-butyldimethylsilyl)oxy)prop-1-en-1-yl)-4-(hydroxymethyl)phenyl)carbamate

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