(S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol

Base Information

• Chemical Name: (S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol
• CAS No.: 1492056-98-0
• Molecular Formula: C₃₄H₄₂O₂Si
• Molecular Weight: 510.792
• Mol file: 1492056-98-0.mol

Synonyms:(S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol

Chemical Property of (S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol

There total 16 articles about (S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-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: 73.0%

(S,2E,6E)-ethyl 7-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-5-methyl-5-vinylhepta-2,6-dienoate (1492056-97-9) + methyllithium (917-54-4) → (S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol (1492056-98-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2013.10.064

Reference yield:

(S,E)-ethyl 5-(hydroxymethyl)-5-methylhepta-2,6-dienoate (1492056-92-4) → (S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol (1492056-98-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 20 °C

2: chromium dichloride / tetrahydrofuran / 0 °C

3: palladium diacetate; triphenylphosphine / tetrahydrofuran / 20 °C

4: tetrahydrofuran / 5 h / 20 °C

With chromium dichloride; palladium diacetate; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; 2: |Takai-Utimoto Olefination / 3: |Negishi Coupling;

DOI:10.1016/j.tet.2013.10.064

Reference yield:

(S,E)-ethyl 5-formyl-5-methylhepta-2,6-dienoate (1492056-94-6) → (S,3E,7E)-8-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-2,6-dimethyl-6-vinylocta-3,7-dien-2-ol (1492056-98-0)

Guidance literature:

Multi-step reaction with 3 steps

1: chromium dichloride / tetrahydrofuran / 0 °C

2: palladium diacetate; triphenylphosphine / tetrahydrofuran / 20 °C

3: tetrahydrofuran / 5 h / 20 °C

With chromium dichloride; palladium diacetate; triphenylphosphine; In tetrahydrofuran; 1: |Takai-Utimoto Olefination / 2: |Negishi Coupling;

DOI:10.1016/j.tet.2013.10.064

upstream raw materials:

(S,2E,6E)-ethyl 7-(4-((tert-butyldiphenylsilyl)oxy)phenyl)-5-methyl-5-vinylhepta-2,6-dienoate

methyllithium

(E)-2-methylbut-2-enoyl chloride

(S)-tert-butyl 3-((R)-4-isopropyl-2-oxooxazolidine-3-carbonyl)-3-methylpent-4-enoate

Downstream raw materials:

4-((S,1E,5E)-7-hydroxy-3,7-dimethyl-3-vinylocta-1,5-dien-1-yl)phenol