((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate

Base Information

Chemical Name:((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate
CAS No.:1425631-33-9
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

Synonyms:((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate

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Chemical Property of ((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate

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Technology Process of ((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate

There total 4 articles about ((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate 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:

: 5503-12-8
L-perillaldehyde

: 1425631-33-9
((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / -78 °C

4: dmap / toluene / 18 h / Inert atmosphere; Reflux

With dmap; boron trifluoride diethyl etherate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 2: |Mukaiyama Aldol Addition;
DOI:10.1021/ol400228v

Reference yield:

: 123806-57-5
(R)-tert-butyldimethyl((4-(prop-1-en-2-yl)cyclohex-2-en-1-ylidene)methoxy)silane

: 1425631-33-9
((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / -78 °C

3: dmap / toluene / 18 h / Inert atmosphere; Reflux

With dmap; boron trifluoride diethyl etherate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene; 1: |Mukaiyama Aldol Addition;
DOI:10.1021/ol400228v

Reference yield:

: 1425631-29-3
(3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-enecarbaldehyde

: 1425631-33-9
((3R,4R)-3-(diethoxymethyl)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl 3-oxopentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / -78 °C

2: dmap / toluene / 18 h / Inert atmosphere; Reflux

With dmap; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1021/ol400228v