(5R^*,6R^*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone

Base Information

• Chemical Name: (5R^*,6R^*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone
• CAS No.: 130496-77-4
• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.499

Synonyms:(5R^*,6R^*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone

Chemical Property of (5R^*,6R^*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone

Chemical Property:

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Technology Process of (5R^*,6R^*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone

There total 3 articles about (5R^*,6R^*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone 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: 94.0%

3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene (17510-46-2) + 2-(1-phenylethyl)-4,4,5,5-tetramethyl-1,3-dioxolane (124400-18-6) → (5R*,6R*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone (130496-77-4)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1021/jo00312a015

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) → (5R*,6R*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone (130496-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

2: 94 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

With titanium tetrachloride; toluene-4-sulfonic acid; In dichloromethane; benzene;

DOI:10.1021/jo00312a015

Reference yield:

2-Phenylpropanal (34713-70-7) → (5R*,6R*)-5-(2-Hydroxy-1,1,2-trimethylpropoxy)-2,2-dimethyl-6-phenyl-3-heptanone (130496-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

2: 94 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

With titanium tetrachloride; toluene-4-sulfonic acid; In dichloromethane; benzene;

DOI:10.1021/jo00312a015

upstream raw materials:

3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene

2-(1-phenylethyl)-4,4,5,5-tetramethyl-1,3-dioxolane

2,3-dimethyl-2,3-butane diol

2-Phenylpropanal

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