Technology Process of O-{(5S,6S,7S,8S,11S,12S,13S)-5-[(S,E)-4,6-dimethylhepta-2,5-dien-2-yl]-11-methoxy-13-[2-({4-methoxybenzyl}oxy)ethyl]-2,2,3,3,6,8,10,10,12,15,15,16,16-tridecamethyl-9-oxo-4,14-dioxa-3,15-disilaheptadecan-7-yl} S-methyl dithiocarbonate
There total 15 articles about O-{(5S,6S,7S,8S,11S,12S,13S)-5-[(S,E)-4,6-dimethylhepta-2,5-dien-2-yl]-11-methoxy-13-[2-({4-methoxybenzyl}oxy)ethyl]-2,2,3,3,6,8,10,10,12,15,15,16,16-tridecamethyl-9-oxo-4,14-dioxa-3,15-disilaheptadecan-7-yl} S-methyl dithiocarbonate 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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1268687-88-2
(5S,6S,7S,10S,12S,13S)-13-[(S,E)-4,6-dimethylhepta-2,5-dien-2-yl]-11-hydroxy-7-methoxy-5-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,3,3,6,8,8,10,12,15,15,16,16-tri-decamethyl-4,14-dioxa-3,15-disilaheptadecan-9-one
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1268688-00-1
O-{(5S,6S,7S,8S,11S,12S,13S)-5-[(S,E)-4,6-dimethylhepta-2,5-dien-2-yl]-11-methoxy-13-[2-({4-methoxybenzyl}oxy)ethyl]-2,2,3,3,6,8,10,10,12,15,15,16,16-tridecamethyl-9-oxo-4,14-dioxa-3,15-disilaheptadecan-7-yl} S-methyl dithiocarbonate
- Guidance literature:
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carbon disulfide; (5S,6S,7S,10S,12S,13S)-13-[(S,E)-4,6-dimethylhepta-2,5-dien-2-yl]-11-hydroxy-7-methoxy-5-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,3,3,6,8,8,10,12,15,15,16,16-tri-decamethyl-4,14-dioxa-3,15-disilaheptadecan-9-one;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
Inert atmosphere;
methyl iodide;
In
tetrahydrofuran;
at -78 - 0 ℃;
for 6h;
Inert atmosphere;
DOI:10.1002/anie.201005605
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1268688-00-1
O-{(5S,6S,7S,8S,11S,12S,13S)-5-[(S,E)-4,6-dimethylhepta-2,5-dien-2-yl]-11-methoxy-13-[2-({4-methoxybenzyl}oxy)ethyl]-2,2,3,3,6,8,10,10,12,15,15,16,16-tridecamethyl-9-oxo-4,14-dioxa-3,15-disilaheptadecan-7-yl} S-methyl dithiocarbonate
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / -78 - -50 °C / Inert atmosphere
1.2: 0.5 h / -78 °C / Inert atmosphere
1.3: 6 h / -78 - 20 °C / Inert atmosphere
2.1: calcium hydride; boron trifluoride diethyl etherate / dichloromethane / 3.75 h / -95 - -78 °C / Inert atmosphere
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
3.2: 6 h / -78 - 0 °C / Inert atmosphere
With
calcium hydride; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane;
2.1: Mukaiyama reaction;
DOI:10.1002/anie.201005605
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1268688-00-1
O-{(5S,6S,7S,8S,11S,12S,13S)-5-[(S,E)-4,6-dimethylhepta-2,5-dien-2-yl]-11-methoxy-13-[2-({4-methoxybenzyl}oxy)ethyl]-2,2,3,3,6,8,10,10,12,15,15,16,16-tridecamethyl-9-oxo-4,14-dioxa-3,15-disilaheptadecan-7-yl} S-methyl dithiocarbonate
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: calcium hydride; boron trifluoride diethyl etherate / dichloromethane / 3.75 h / -95 - -78 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 6 h / -78 - 0 °C / Inert atmosphere
With
calcium hydride; boron trifluoride diethyl etherate; sodium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane;
1.1: Mukaiyama reaction;
DOI:10.1002/anie.201005605