Technology Process of (6S,7S,8S,Z)-4-ethyliden-6-methoxy-8-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,5,5,7,10,10,11,11-nonamethyl-3,9-dioxa-2,10-disiladodecane
There total 9 articles about (6S,7S,8S,Z)-4-ethyliden-6-methoxy-8-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,5,5,7,10,10,11,11-nonamethyl-3,9-dioxa-2,10-disiladodecane which
guide to synthetic route it.
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synthetic route:
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1268687-87-1
(6S,7S,8S,Z)-4-ethyliden-6-methoxy-8-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,5,5,7,10,10,11,11-nonamethyl-3,9-dioxa-2,10-disiladodecane
- Guidance literature:
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(5S,6S,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-methoxy-9-[(4-methoxybenzyl)oxy]-4,4,6-trimethylnonan-3-one;
With
lithium diisopropyl amide;
In
tetrahydrofuran;
at -78 - -50 ℃;
Inert atmosphere;
With
N,N,N,N,N,N-hexamethylphosphoric triamide;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
Inert atmosphere;
trimethylsilyl trifluoromethanesulfonate;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 6h;
Inert atmosphere;
DOI:10.1002/anie.201005605
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1268687-87-1
(6S,7S,8S,Z)-4-ethyliden-6-methoxy-8-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,5,5,7,10,10,11,11-nonamethyl-3,9-dioxa-2,10-disiladodecane
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 3 h / -20 - 20 °C
2.1: lithium borohydride / tetrahydrofuran; methanol; diethyl ether / -10 - 0 °C
3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0 - 20 °C
4.1: calcium hydride; boron trifluoride diethyl etherate / dichloromethane / 3 h / -78 °C
5.1: proton sponge / dichloromethane / 48 h / -20 °C
6.1: pentane / 3 h / 0 °C
7.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
7.2: 4 h / -78 - 0 °C
8.1: lithium diisopropyl amide / tetrahydrofuran / -78 - -50 °C / Inert atmosphere
8.2: 0.5 h / -78 °C / Inert atmosphere
8.3: 6 h / -78 - 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; lithium borohydride; calcium hydride; boron trifluoride diethyl etherate; sodium hydrogencarbonate; Dess-Martin periodane; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; pentane;
3.1: Dess-Martin oxidation / 4.1: Mukaiyama reaction;
DOI:10.1002/anie.201005605
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1268687-87-1
(6S,7S,8S,Z)-4-ethyliden-6-methoxy-8-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,5,5,7,10,10,11,11-nonamethyl-3,9-dioxa-2,10-disiladodecane
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: pentane / 3 h / 0 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
2.2: 4 h / -78 - 0 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / -78 - -50 °C / Inert atmosphere
3.2: 0.5 h / -78 °C / Inert atmosphere
3.3: 6 h / -78 - 20 °C / Inert atmosphere
With
lithium diisopropyl amide;
In
tetrahydrofuran; pentane;
DOI:10.1002/anie.201005605