(12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one

Base Information

• Chemical Name: (12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one
• CAS No.: 577973-82-1
• Molecular Formula: C₃₇H₅₆O₂Si
• Molecular Weight: 560.936
• Mol file: 577973-82-1.mol

Synonyms:(12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one

Chemical Property of (12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one

There total 5 articles about (12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one 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: 85.0%

1-(t-butyldiphenylsilyloxy)-3-iodopropane (114671-83-9) + (9Z,12Z)-N-methoxy-N-methyloctadeca-9,12-dienamide (577973-81-0) → (12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one (577973-82-1)

Guidance literature:

1-(t-butyldiphenylsilyloxy)-3-iodopropane; With tert.-butyl lithium; In diethyl ether; at -80 - -60 ℃;

(9Z,12Z)-N-methoxy-N-methyloctadeca-9,12-dienamide; In diethyl ether; at -78 - 0 ℃; for 0.0833333h;

DOI:10.1016/S0960-894X(03)00348-2

Reference yield: 65.0%

linoleyl chloride (7459-33-8) + 1-(t-butyldiphenylsilyloxy)-3-iodopropane (114671-83-9) → (12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one (577973-82-1)

Guidance literature:

1-(t-butyldiphenylsilyloxy)-3-iodopropane; With zinc copper; In N,N-dimethyl acetamide; benzene; Heating;

linoleyl chloride; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl acetamide; benzene; at 20 - 60 ℃;

DOI:10.1016/S0960-894X(03)00348-2

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → (12Z,15Z)-1-(tert-Butyl-diphenyl-silanyloxy)-henicosa-12,15-dien-4-one (577973-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / (COCl)2 / CH₂Cl₂ / 20 °C

2.1: Zn(Cu) / benzene; N,N-dimethyl-acetamide / Heating

2.2: 65 percent / Pd(PPh₃₄ / benzene; N,N-dimethyl-acetamide / 20 - 60 °C

With zinc copper; oxalyl dichloride; In dichloromethane; N,N-dimethyl acetamide; benzene;

DOI:10.1016/S0960-894X(03)00348-2

upstream raw materials:

linoleyl chloride

1-(t-butyldiphenylsilyloxy)-3-iodopropane

(9Z,12Z)-N-methoxy-N-methyloctadeca-9,12-dienamide

linoleic acid