(2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Base Information

Chemical Name:(2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one
CAS No.:1610702-32-3
Molecular Formula:C₄₂H₅₀O₈
Molecular Weight:682.854
Hs Code.:

Synonyms:(2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

There total 9 articles about (2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)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: 58.0%

: C₃₂H₄₀O₆Si

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

: 1610702-32-3
(2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)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;

C₃₂H₄₀O₆Si; In dichloromethane; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo5008527

Reference yield:

: 3,5-bis((benzyloxy)methoxy)-4-bromo-1-prop-1-en-1-ylbenzene

: 1610702-32-3
(2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) / toluene / 24 h / Reflux; Inert atmosphere

2.1: potassium carbonate; palladium diacetate; ruphos / water; toluene / 1.5 h / 85 °C / Inert atmosphere

3.1: methyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

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

5.2: 3 h / -78 °C / Inert atmosphere

With dmap; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); boron trifluoride diethyl etherate; methyllithium; palladium diacetate; potassium carbonate; triethylamine; ruphos; In tetrahydrofuran; dichloromethane; water; toluene; 2.1: |Suzuki Coupling / 5.1: |Mukaiyama Aldol Addition / 5.2: |Mukaiyama Aldol Addition;
DOI:10.1021/jo5008527

Reference yield:

: 1450741-59-9
(S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

: 1610702-32-3
(2S,5R,7S)-1-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-5-hydroxy-7-((4-methoxybenzyl)oxy)-2-methyloctan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

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

2.2: 3 h / -78 °C / Inert atmosphere

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