(2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

Base Information

Chemical Name:(2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol
CAS No.:1315480-00-2
Molecular Formula:C₅₅H₉₂O₈Si₃
Molecular Weight:965.587
Hs Code.:

(2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

Synonyms:(2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

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Chemical Property of (2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

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Technology Process of (2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

There total 6 articles about (2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol 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:

Reference yield: 92.0%

: 617715-11-4
(2S,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxy-5-methyldecan-4-one

: 1315480-00-2
(2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

Guidance literature:: (2S,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methoxy-5-methyldecan-4-one; With lithium aluminium tetrahydride; (1S,2R)-(+)-N-methylephedrine; N-ethyl-N-phenylamine; In diethyl ether; at -78 ℃; for 2h; Inert atmosphere;

With water; sodium hydrogencarbonate; In diethyl ether; at -78 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.020

Reference yield:

: 617715-10-3
(2S,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-{(2S,4S,6S)-4-hydroxy-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl}-2-methoxy-5-methyldecan-4-one

: 1315480-00-2
(2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / Inert atmosphere

2.1: lithium aluminium tetrahydride; (1S,2R)-(+)-N-methylephedrine; N-ethyl-N-phenylamine / diethyl ether / 2 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With 1H-imidazole; lithium aluminium tetrahydride; (1S,2R)-(+)-N-methylephedrine; N-ethyl-N-phenylamine; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.05.020

Reference yield:

: 46-1

: 1315480-00-2
(2R,4R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-1-((2R,4S,6S)-4-(tert-butyldiphenylsilanyloxy)-6-[2-(4-methoxybenzyloxy)ethyl]-tetrahydropyran-2-yl)-2-methoxy-5-methyldecan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium periodate / tetrahydrofuran / 16 h / 20 °C / pH 7 / aq. phosphate buffer

2.1: L-Selectride / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / Inert atmosphere

4.1: lithium aluminium tetrahydride; (1S,2R)-(+)-N-methylephedrine; N-ethyl-N-phenylamine / diethyl ether / 2 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; (1S,2R)-(+)-N-methylephedrine; L-Selectride; N-ethyl-N-phenylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.05.020