2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Base Information

• Chemical Name: 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol
• CAS No.: 125265-29-4
• Molecular Formula: C₂₇H₄₆O₄Si
• Molecular Weight: 462.745
• Mol file: 125265-29-4.mol

Synonyms:2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Chemical Property of 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol

There total 6 articles about 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol 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: 64.0%

(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,6-dihydroxy-4-pentyl-phenyl)-7-methyl-octa-2,6-dien-1-one (125265-28-3) → 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol (125265-29-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃;

DOI:10.1039/c39890001171

Reference yield:

(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-octa-2,6-dienal (125265-20-5) → 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol (125265-29-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 68 percent / tetrahydrofuran

2: 79 percent / azodicarbonyl-dipiperidine, t-butoxymagnesium bromide

3: 60 percent / acetic acid / tetrahydrofuran; H₂O / 12 h / 25 °C

4: 64 percent / sodium borohydride / methanol; tetrahydrofuran / 0 °C

With sodium tetrahydroborate; t-BuOMgBr; acetic acid; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; water;

DOI:10.1039/c39890001171

Reference yield:

E-3-hydroxymethyl-7-methylocta-2,6-dienenitrile t-butyldimethylsilyl ether → 2-[(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-7-methyl-octa-2,6-dienyl]-5-pentyl-benzene-1,3-diol (125265-29-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / di-isobutylaluminium hydride / diethyl ether / -5 °C

2: 68 percent / tetrahydrofuran

3: 79 percent / azodicarbonyl-dipiperidine, t-butoxymagnesium bromide

4: 60 percent / acetic acid / tetrahydrofuran; H₂O / 12 h / 25 °C

5: 64 percent / sodium borohydride / methanol; tetrahydrofuran / 0 °C

With sodium tetrahydroborate; diisobutylaluminum hydride; t-BuOMgBr; acetic acid; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; diethyl ether; water;

DOI:10.1039/c39890001171

upstream raw materials:

(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,6-dihydroxy-4-pentyl-phenyl)-7-methyl-octa-2,6-dien-1-one

(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-octa-2,6-dienal

(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-[2-(1-ethoxy-ethoxy)-6-hydroxy-4-pentyl-phenyl]-7-methyl-octa-2,6-dien-1-one