1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C₃]prop-2-enyloxy)-2,3-epoxypropane

Base Information

• Chemical Name: 1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C₃]prop-2-enyloxy)-2,3-epoxypropane
• CAS No.: 928267-01-0
• Molecular Formula: C₃₅H₃₆O₇
• Molecular Weight: 571.634

Synonyms:1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C₃]prop-2-enyloxy)-2,3-epoxypropane

Chemical Property of 1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C₃]prop-2-enyloxy)-2,3-epoxypropane

Chemical Property:

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Technology Process of 1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C₃]prop-2-enyloxy)-2,3-epoxypropane

There total 7 articles about 1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C₃]prop-2-enyloxy)-2,3-epoxypropane 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:

3-(4-benzyloxy-3,5-dimethoxyphenyl)-3-hydroxy-1,2-epoxypropane (928266-99-3) + O-benzyl [α,β,γ-13C3]coniferyl bromide → 1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C3]prop-2-enyloxy)-2,3-epoxypropane (928267-01-0)

Guidance literature:

3-(4-benzyloxy-3,5-dimethoxyphenyl)-3-hydroxy-1,2-epoxypropane; With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; at 0 ℃; for 0.666667h;

O-benzyl [α,β,γ-13C3]coniferyl bromide; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 48h;

DOI:10.1016/j.steroids.2005.10.005

Reference yield:

4-benzyloxy-3-methoxybenzo[13C]nitrile (741283-40-9) → 1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C3]prop-2-enyloxy)-2,3-epoxypropane (928267-01-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 74 percent / DIBAL-H / diethyl ether / 7 h / -78 °C

2.1: 98 percent / toluene

3.1: 96 percent / DIBAL-H / hexane; CH₂Cl₂ / 1 h / -78 °C

4.1: PBr₃; pyridine / diethyl ether / 1 h / 0 °C

5.1: NaH / tetrahydrofuran; dimethylsulfoxide / 0.67 h / 0 °C

5.2: 0.983 g / tetrahydrofuran; dimethylsulfoxide / 48 h / 20 °C

With pyridine; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene; 2.1: Wittig reaction;

DOI:10.1016/j.steroids.2005.10.005

Reference yield:

O-benzyl[carbonyl-13C]vanillin (918502-80-4) → 1-(3,5-dimethoxy-4-benzyloxyphenyl)-1-(3-(3-methoxy-4-benzyloxyphenyl)-[13C3]prop-2-enyloxy)-2,3-epoxypropane (928267-01-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 98 percent / toluene

2.1: 96 percent / DIBAL-H / hexane; CH₂Cl₂ / 1 h / -78 °C

3.1: PBr₃; pyridine / diethyl ether / 1 h / 0 °C

4.1: NaH / tetrahydrofuran; dimethylsulfoxide / 0.67 h / 0 °C

4.2: 0.983 g / tetrahydrofuran; dimethylsulfoxide / 48 h / 20 °C

With pyridine; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene; 1.1: Wittig reaction;

DOI:10.1016/j.steroids.2005.10.005

upstream raw materials:

3-(4-benzyloxy-3,5-dimethoxyphenyl)-3-hydroxy-1,2-epoxypropane

4-benzyloxy-3-methoxybenzo[13C]nitrile

O-benzyl[carbonyl-13C]vanillin

3-(4-benzyloxy-3,5-dimethoxyphenyl)-3-hydroxypropene

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