(Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol

Base Information

• Chemical Name: (Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol
• CAS No.: 877387-37-6
• Molecular Formula: C₂₇H₃₁NO₃
• Molecular Weight: 417.548

Synonyms:(Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol

Chemical Property of (Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol

Chemical Property:

• Boiling Point: 567.6±50.0 °C(Predicted)
• Density: 1.132±0.06 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

(E/Z)-GSK5182 98.90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of (Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol

There total 9 articles about (Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol 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:

(E)-methyl 5-(4-(2-(dimethylamino)ethoxy)phenyl)-4-phenyl-5-(4-(pivaloyloxy)phenyl)pent-4-enoate → (Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol (877387-37-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2016.04.076

Reference yield:

1,1-bis-(4-hydroxyphenyl)-5-hydroxypent-2-phenyl-1-ene + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → (Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol (877387-37-6) + (E)-5-[4-(2-dimethylaminoethoxy)phenyl]-5-(4-hydroxyphenyl)-4-phenylpent-4-ene-1-ol

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 2.5h; Overall yield = 50 %; Overall yield = 0.29 g; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.bmc.2017.01.019

Reference yield:

C23H20O4 → (Z)-5-[4-(2-dimethylamino-ethoxy)-phenyl]-5-(4-hydroxyphenyl)-4-phenyl-pent-4-ene-1-ol (877387-37-6) + (E)-5-[4-(2-dimethylaminoethoxy)phenyl]-5-(4-hydroxyphenyl)-4-phenylpent-4-ene-1-ol

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 3.5 h / 20 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / Inert atmosphere

With borane-THF; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2017.01.019

upstream raw materials:

4,4'-Dihydroxybenzophenone

[4-(4-hydroxybenzoyl)phenyl]-2,2-dimethyl propanoate

[4-[4-(2,2-dimethylpropanoyloxy)benzoyl]phenyl] 2,2-dimethylpropanoate

(2-chloroethyl)dimethylamine hydrochloride

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