(2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Base Information

Chemical Name:(2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one
CAS No.:1610702-16-3
Molecular Formula:C₂₉H₄₂O₈
Molecular Weight:518.648
Hs Code.:

Synonyms:(2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

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Chemical Property of (2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

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Technology Process of (2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

There total 7 articles about (2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one 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: 82.0%

: C₁₉H₃₂O₆Si

: 170649-28-2
(3S)-3-<(p-methoxybenzyl)-oxy>-butanal

: 1610702-16-3
(2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Guidance literature:: (3S)-3-<(p-methoxybenzyl)-oxy>-butanal; With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.0333333h; Inert atmosphere;

C₁₉H₃₂O₆Si; In dichloromethane; at -78 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/jo5008527

Reference yield:

: 1610702-12-9
(S)-4-(2,6-bis(ethoxymethoxy)phenyl)-3-methylbutan-2-one

: 1610702-16-3
(2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.03 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C / Inert atmosphere

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; 2.1: |Mukaiyama Aldol Addition / 2.2: |Mukaiyama Aldol Addition;
DOI:10.1021/jo5008527

Reference yield:

: 1610702-04-9
2-iodo-1,3-bis(ethoxymethoxy)benzene

: 1610702-16-3
(2S,5R,7S)-1-(2,6-bis(ethoxymethoxy)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; palladium diacetate; ruphos / water; toluene / 22 h / 85 °C / Inert atmosphere

2.1: methyllithium / diethyl ether / 0.25 h / -78 - 0 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 0.03 h / -78 °C / Inert atmosphere

4.2: 1.5 h / -78 °C / Inert atmosphere

With boron trifluoride diethyl etherate; methyllithium; palladium diacetate; potassium carbonate; triethylamine; ruphos; In diethyl ether; dichloromethane; water; toluene; 1.1: |Suzuki Coupling / 4.1: |Mukaiyama Aldol Addition / 4.2: |Mukaiyama Aldol Addition;
DOI:10.1021/jo5008527