(R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate

Base Information

Chemical Name:(R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate
CAS No.:1429033-75-9
Molecular Formula:C₂₂H₂₈O₅
Molecular Weight:372.461
Hs Code.:

Synonyms:(R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate

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Chemical Property of (R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate

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Technology Process of (R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate

There total 5 articles about (R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-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:

: 117653-52-8
diethyl (3-oxobutan-2-yl)phosphonate

: C₁₈H₂₂O₅

: 1429033-75-9
(R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate

Guidance literature:: diethyl (3-oxobutan-2-yl)phosphonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

C₁₈H₂₂O₅; In tetrahydrofuran; mineral oil; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/jo400029u

Reference yield:

: 1429033-74-8
(R)-1-[(4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-methylbut-3-en-2-yl benzoate

: 1429033-75-9
(R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere

2.2: 14 h / 20 °C / Inert atmosphere

With sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/jo400029u

Reference yield:

: C₃₄H₄₂O₅Si

: 1429033-75-9
(R)-1-{(4S,5S)-2,2-dimethyl-5-[(E)-2-methyl-3-oxobut-1-en-1-yl]-1,3-dioxolan-4-yl}-3-methylbut-3-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere

3.2: 14 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/jo400029u