(5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester

Base Information

Chemical Name:(5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester
CAS No.:173656-65-0
Molecular Formula:C₄₀H₅₄O₉Si
Molecular Weight:706.949
Hs Code.:

Synonyms:(5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester

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Chemical Property of (5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester

Chemical Property:

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Technology Process of (5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester

There total 16 articles about (5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester 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: 92.0%

: 18424-76-5
dimethyl malonate sodium salt

: 173656-67-2
2-[(3E,5E)-7-(tert-Butyl-diphenyl-silanyloxy)-hepta-3,5-dienyl]-2-((Z)-6-methanesulfonyloxy-4-methyl-hex-3-enyl)-malonic acid dimethyl ester

: 173656-65-0
(5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester

Guidance literature:: With potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; at 70 ℃;
DOI:10.1016/S0040-4039(00)79137-4

Reference yield:

: 173656-64-9
(3Z,10E,12E)-3-methyl-14-tert-butyldiphenylsiloxy-7,7-bis(methoxycarbonyl)-tetradeca-3,10,12-trienol

: 173656-65-0
(5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 1.) NaH, 2.) KI / 1.) DMF, 3 min, room t., 2.) DMF, THF, 15 h, 70-75 deg C

With sodium hydride; triethylamine; potassium iodide; In dichloromethane;

Reference yield:

: 144344-22-9
Methanesulfonic acid (Z)-4-methyl-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl ester

: 173656-65-0
(5Z,12E,14E)-16-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-5-methyl-hexadeca-5,12,14-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH, 2.) KI / 1.) DMF, 1 h, 35-40 deg C, 2.) DMF, THF, 70 deg C, 12 h

2: 78 percent / pyridinium p-toluenesulfonate / propan-2-ol / 1 h / Heating

3: 100 percent / Et₃N / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 1.) NaH, 2.) KI / 1.) DMF, 3 min, room t., 2.) DMF, THF, 15 h, 70-75 deg C

With pyridinium p-toluenesulfonate; sodium hydride; triethylamine; potassium iodide; In dichloromethane; isopropyl alcohol;