(E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol

Base Information

• Chemical Name: (E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol
• CAS No.: 1429227-34-8
• Molecular Formula: C₃₂H₃₂O₆
• Molecular Weight: 512.602
• Mol file: 1429227-34-8.mol

Synonyms:(E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol

Chemical Property of (E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol

There total 5 articles about (E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol 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%

(E)-1-(2-benzyloxy-6-hydroxy-4-methoxymethoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)propenone (1429227-33-7) → (E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol (1429227-34-8) + 5-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxymethoxy-2H-chromene (1429227-35-9)

Guidance literature:

(E)-1-(2-benzyloxy-6-hydroxy-4-methoxymethoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)propenone; With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In tetrahydrofuran; ethanol; at 2 ℃; for 65h; Inert atmosphere;

With citric acid; In tetrahydrofuran; ethanol; water; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.02.012

Reference yield:

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone (65490-09-7) → (E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol (1429227-34-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 75 °C / Inert atmosphere

2.1: water / acetone / 5 h / Reflux

3.1: sodium hydride / n-heptane; N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 2.17 h / 0 - 20 °C / Inert atmosphere

4.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; ethanol / 65 h / 2 °C / Inert atmosphere

4.2: Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; water; sodium hydride; potassium carbonate; In tetrahydrofuran; ethanol; n-heptane; N,N-dimethyl-formamide; acetone; mineral oil; 3.1: |Aldol Condensation / 3.2: |Aldol Condensation;

DOI:10.1016/j.tetasy.2013.02.012

Reference yield:

2-benzyloxy-4,6-bis(methoxymethyloxy)acetophenone (115623-29-5) → (E)-3-benzyloxy-2-[3-(3-benzyloxy-4-methoxyphenyl)allyl]-5-methoxymethoxyphenol (1429227-34-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water / acetone / 5 h / Reflux

2.1: sodium hydride / n-heptane; N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 2.17 h / 0 - 20 °C / Inert atmosphere

3.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; ethanol / 65 h / 2 °C / Inert atmosphere

3.2: Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; water; sodium hydride; In tetrahydrofuran; ethanol; n-heptane; N,N-dimethyl-formamide; acetone; mineral oil; 2.1: |Aldol Condensation / 2.2: |Aldol Condensation;

DOI:10.1016/j.tetasy.2013.02.012

upstream raw materials:

(E)-1-(2-benzyloxy-6-hydroxy-4-methoxymethoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)propenone

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

2-benzyloxy-4,6-bis(methoxymethyloxy)acetophenone

1-(2-(benzyloxy)-6-hydroxy-4-(methoxymethoxy)phenyl)ethan-1-one

Downstream raw materials:

(E)-{3-benzyloxy-2-[3-(4-benzyloxy-3-methoxyphenyl)allyl]-5-methoxymethoxyphenoxy}tert-butyldimethylsilane

(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

C₃₅H₃₆O₈

(1S,2S)-3-[2-benzyloxy-6-(tert-butyl-dimethylsilanyloxy)-4-methoxymethoxyphenyl]-1-(4-benzyloxy-3-methoxyphenyl)propane-1,2-diol