Technology Process of (3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclohex-1-en-1-yl]octadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one
There total 19 articles about (3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclohex-1-en-1-yl]octadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-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:
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160456-53-1
(2E,4E,6E,8E,10E)-2,7,11-trimethyl-12-oxotrideca-2,4,6,8,10-pentaenal
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1376185-93-1
(3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclohex-1-en-1-yl]octadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one
- Guidance literature:
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With
sodium methylate;
In
dichloromethane;
at 0 ℃;
for 0.25h;
Inert atmosphere;
DOI:10.1039/c2ob25321f
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1376185-82-8
(2E,4E,6E,8E,10E)-12-tert-butyldimethylsilyloxy-2,7,11-trimethyltrideca-2,4,6,8,10-pentaenal
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1376185-93-1
(3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclohex-1-en-1-yl]octadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one
- Guidance literature:
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Multi-step reaction with 3 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 40 °C / Inert atmosphere
2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 0.25 h / 20 °C / Inert atmosphere
3: sodium methylate / dichloromethane / 0.25 h / 0 °C / Inert atmosphere
With
tetrabutyl ammonium fluoride; sodium methylate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
3: Wittig condensation;
DOI:10.1039/c2ob25321f
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1376185-93-1
(3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclohex-1-en-1-yl]octadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: 2,4,6-trimethyl-pyridine; lithium chloride / N,N-dimethyl-formamide / 0.17 h / -10 °C / Inert atmosphere
1.2: 1.5 h / -10 - 0 °C
2.1: triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
3.1: sodium methylate / dichloromethane / 0.25 h / 0 °C / Inert atmosphere
With
2,4,6-trimethyl-pyridine; sodium methylate; triethylamine; lithium chloride;
In
dichloromethane; N,N-dimethyl-formamide;
2.1: Wittig reaction / 3.1: Wittig condensation;
DOI:10.1039/c2ob25321f