ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate

Base Information

• Chemical Name: ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate
• CAS No.: 223457-81-6
• Molecular Formula: C₃₈H₅₄O₄Si
• Molecular Weight: 602.93
• Mol file: 223457-81-6.mol

Synonyms:ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate

Chemical Property of ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate

There total 4 articles about ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate 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: 49.0%

ethyl (6E)-7,11-dimethyl-3-oxo-6,10-dodecadienoate (59633-02-2) + (2E)-1-t-butyldiphenylsiloxy-5-iodo-3-methyl-2-pentene (223457-99-6) → ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate (223457-81-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 23h; Heating;

DOI:10.1016/S0040-4020(99)00057-5

Reference yield:

trans-geranyl bromide (6138-90-5) → ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate (223457-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / LiNi-Pr₂ / tetrahydrofuran / 1 h / 0 °C

2: 49 percent / NaH / tetrahydrofuran / 23 h / Heating

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4020(99)00057-5

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate (223457-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / LiNi-Pr₂ / tetrahydrofuran / 1 h / 0 °C

2: 49 percent / NaH / tetrahydrofuran / 23 h / Heating

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4020(99)00057-5

upstream raw materials:

ethyl (6E)-7,11-dimethyl-3-oxo-6,10-dodecadienoate

(2E)-1-t-butyldiphenylsiloxy-5-iodo-3-methyl-2-pentene

trans-geranyl bromide

ethyl acetoacetate

Downstream raw materials:

ethyl (6E)-2-<(3E)-5-t-butyldiphenylsiloxy-3-methyl-3-pentenyl>-2-<(2E)-3,7-dimethyl-2,6-octadienyl>-7,11-dimethyl-3-oxo-6,10-dodecadienoate