Technology Process of (3S,5S)-3-ethynyl-5-{(R)-1-[(4-methoxybenzyl)oxy]ethyl}-1-(4-methoxyphenyl)-12,12,13,13-tetramethyl-2,6,11-trioxa-12-silatetradec-8-yne
There total 4 articles about (3S,5S)-3-ethynyl-5-{(R)-1-[(4-methoxybenzyl)oxy]ethyl}-1-(4-methoxyphenyl)-12,12,13,13-tetramethyl-2,6,11-trioxa-12-silatetradec-8-yne which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,3S,5S)-2,5-bis(4-methoxybenzyl)hept-6-yn-2,3,5-triol;
With
sodium hydride;
In
tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
for 0.25h;
Cooling with ice;
Inert atmosphere;
tert-butyl((4-iodobut-2-yn-1-yl)oxy)dimethylsilane;
In
tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
at 20 ℃;
for 6h;
Inert atmosphere;
DOI:10.1002/asia.201301647
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: potassium carbonate / methanol; tetrahydrofuran / 15.75 h / 20 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil; N,N-dimethyl-formamide / 0.25 h / Cooling with ice; Inert atmosphere
2.2: 6 h / 20 °C / Inert atmosphere
With
sodium hydride; potassium carbonate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/asia.201301647
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil; N,N-dimethyl-formamide / 0.08 h / Cooling with ice; Inert atmosphere
1.2: 3 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) / ethanol / 6 h / 20 °C / Inert atmosphere
3.1: potassium carbonate / methanol; tetrahydrofuran / 15.75 h / 20 °C / Inert atmosphere
4.1: sodium hydride / tetrahydrofuran; mineral oil; N,N-dimethyl-formamide / 0.25 h / Cooling with ice; Inert atmosphere
4.2: 6 h / 20 °C / Inert atmosphere
With
tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid; sodium hydride; potassium carbonate; triphenylphosphine;
In
tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/asia.201301647