(1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate

Base Information

Chemical Name:(1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate
CAS No.:916604-37-0
Molecular Formula:C₂₅H₃₀O₆
Molecular Weight:426.51
Hs Code.:

Synonyms:(1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate

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Chemical Property of (1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate

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Technology Process of (1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate

There total 6 articles about (1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate 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: 81.0%

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: 197227-70-6
(2E)-4-[(4-methoxybenzyl)oxy]-2-methylbut-2-enal

: 916604-37-0
(1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate

Guidance literature:: (S)-2-benzoyloxypentan-3-one; With N,N-dimethyl-ethanamine; In diethyl ether; at -78 - 0 ℃; for 2.75h;

(2E)-4-[(4-methoxybenzyl)oxy]-2-methylbut-2-enal; In diethyl ether; at -78 - -26 ℃; Further stages.;
DOI:10.1002/anie.200604997

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 916604-37-0
(1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 71 percent / NaH / dimethylformamide / 2 h / 60 °C

2.1: ozone / methanol; CH₂Cl₂ / 0.67 h / -78 °C

2.2: 85 percent / Me₂S / methanol; CH₂Cl₂ / 4 h / 20 °C

3.1: 90 percent / toluene / 72 h / 20 °C

4.1: 6.08 g / diethyl ether / 16 h / -78 - -26 °C

With sodium hydride; ozone; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja064812s

Reference yield:

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: 916604-37-0
(1S,3R,4S,5E)-4-hydroxy-7-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-2-oxohept-5-en-1-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: Me₂NEt / diethyl ether / 2 h / 0 °C

2: 6.08 g / diethyl ether / 16 h / -78 - -26 °C

With N,N-dimethyl-ethanamine; In diethyl ether;
DOI:10.1021/ja064812s