Technology Process of (4S,4'R,5R)-2,2,2',2'-tetramethyl-5-(3-(4-(2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)ethyl)phenyl)propyl)-4,4'-bi(1,3-dioxolane)
There total 3 articles about (4S,4'R,5R)-2,2,2',2'-tetramethyl-5-(3-(4-(2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)ethyl)phenyl)propyl)-4,4'-bi(1,3-dioxolane) which
guide to synthetic route it.
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synthetic route:
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1355953-30-8
(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-(3-(4-(2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)ethyl)phenyl)propyl)-4,4'-bi(1,3-dioxolane)
- Guidance literature:
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4-(2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)vinyl)benzaldehyde; 2-((2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)ethyl)sulfonyl)benzo[d]thiazole;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 1h;
With
palladium 10% on activated carbon; hydrogen;
In
ethyl acetate;
at 20 ℃;
for 24h;
DOI:10.1016/j.carres.2011.11.005
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1355953-30-8
(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-(3-(4-(2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)ethyl)phenyl)propyl)-4,4'-bi(1,3-dioxolane)
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: sodium hydride / tetrahydrofuran / 0 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C / Molecular sieve; Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
3.2: 24 h / 20 °C
With
sodium hydride; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
3.1: Julia Olefin synthesis;
DOI:10.1016/j.carres.2011.11.005
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1355953-30-8
(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-(3-(4-(2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)ethyl)phenyl)propyl)-4,4'-bi(1,3-dioxolane)
- Guidance literature:
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Multi-step reaction with 4 steps
1.1: N-Bromosuccinimide; triphenylphosphine / N,N-dimethyl-formamide / 50 °C
2.1: sodium hydride / tetrahydrofuran / 0 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C / Molecular sieve; Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
4.2: 24 h / 20 °C
With
N-Bromosuccinimide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
4.1: Julia Olefin synthesis;
DOI:10.1016/j.carres.2011.11.005