(4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane
CAS No.:1181635-86-8
Molecular Formula:C₂₃H₃₄O₄
Molecular Weight:374.521
Hs Code.:

Synonyms:(4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

There total 3 articles about (4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane 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: 90.0%

: 1181635-77-7
(R)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol

: 824-94-2
p-methoxybenzyl chloride

: 1181635-86-8
(4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: (R)-2-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-en-2-ol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; for 12h;
DOI:10.1021/ol901480s

Reference yield:

: 1181635-76-6
1-[(4R,5R)-5-cyclohexyl-2,2-dimethyl-1,3-dioxolan-4-yl]ethanone

: 1181635-86-8
(4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; magnesium / tetrahydrofuran / Reflux; Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 12 h / 0 - 25 °C

With iodine; sodium hydride; magnesium; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol901480s

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 1181635-86-8
(4R,5R)-5-cyclohexyl-5-[(R)-2-(4-methoxybenzyloxy)but-3-en-2-yl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: (1S)-10-camphorsulfonic acid / dichloromethane / 25 °C

2.1: iodine; magnesium / tetrahydrofuran / Reflux; Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

3.2: 12 h / 0 - 25 °C

With (1S)-10-camphorsulfonic acid; iodine; sodium hydride; magnesium; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol901480s