(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate

Base Information

• Chemical Name: (2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate
• CAS No.: 947691-09-0
• Molecular Formula: C₂₈H₃₈O₃Si
• Molecular Weight: 450.693

Synonyms:(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate

Chemical Property of (2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate

Chemical Property:

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Technology Process of (2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate

There total 2 articles about (2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate 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%

8-hydroxygeranyl acetate (37905-03-6) + tert-butylchlorodiphenylsilane (58479-61-1) → (2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate (947691-09-0)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-0033-1340060

Reference yield:

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → (2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate (947691-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: selenious acid; tert.-butylhydroperoxide / dichloromethane; water / 0.25 h / 20 °C

1.2: 20 °C

2.1: 1H-imidazole / tetrahydrofuran / 20 °C

With 1H-imidazole; tert.-butylhydroperoxide; selenious acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1055/s-0033-1340060

Reference yield: 94.0%

(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl acetate (947691-09-0) → (2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-ol (127969-90-8)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 4h;

DOI:10.1055/s-0033-1340060

upstream raw materials:

8-hydroxygeranyl acetate

tert-butylchlorodiphenylsilane

3,7-dimethyl-2E,6-octadien-1-yl acetate

Downstream raw materials:

(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-ol

C₃₈H₄₈O₇Si

C₃₆H₄₄O₇Si

C₃₆H₄₂O₆Si

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