(R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane

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Chemical Name:(R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane
CAS No.:1314025-04-1
Molecular Formula:C₃₄H₄₈O₆
Molecular Weight:552.752
Hs Code.:

Synonyms:(R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane

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Technology Process of (R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane

There total 8 articles about (R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-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: 87.0%

: 1314025-03-0
[(1S,4R)-2-bromomethyl-4-isopropylcyclohex-2-enyloxymethyl]benzene

: 181137-83-7
(2R,3R)-1,2-O-isopropylidene-6-[(4-methoxybenzyl)oxy]hexane-1,2,3-triol

: 1314025-04-1
(R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: (2R,3R)-1,2-O-isopropylidene-6-[(4-methoxybenzyl)oxy]hexane-1,2,3-triol; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Reflux;

[(1S,4R)-2-bromomethyl-4-isopropylcyclohex-2-enyloxymethyl]benzene; With 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 15h;
DOI:10.1021/ol201498g

Reference yield:

: 5432-85-9
4-isopropyl-cyclohexanone

: 1314025-04-1
(R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium; chloro-trimethyl-silane; (R)-2,2,2-trifluoro-N-(1-phenylethyl)ethan-1-amine / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

1.2: 18 h / 20 °C

2.1: tributylphosphine; triethylamine / tetrahydrofuran; water / 21 h / 20 °C / Inert atmosphere

3.1: cerium(III) chloride heptahydrate / methanol / 0.25 h / 20 °C

3.2: 0.33 h / -78 °C

4.1: camphor-10-sulfonic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve

5.1: diisobutylaluminium hydride / dichloromethane / -78 - 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / -78 - 0 °C / Inert atmosphere

7.1: lithium bromide / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

8.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Reflux

8.2: 15 h / 20 °C

With n-butyllithium; chloro-trimethyl-silane; tributylphosphine; cerium(III) chloride heptahydrate; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; triethylamine; (R)-2,2,2-trifluoro-N-(1-phenylethyl)ethan-1-amine; lithium bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; mineral oil; 1.2: Saegusa oxidation / 2.1: Morita-Baylis-Hillman reaction / 3.1: Luche reduction / 3.2: Luche reduction;
DOI:10.1021/ol201498g

Reference yield:

: 1314025-00-7
(4R)-2-hydroxymethyl-4-isopropylcyclohex-2-enone

: 1314025-04-1
(R)-4-((R)-1-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-4-{4-methoxybenzyloxy}butyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: cerium(III) chloride heptahydrate / methanol / 0.25 h / 20 °C

1.2: 0.33 h / -78 °C

2.1: camphor-10-sulfonic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve

3.1: diisobutylaluminium hydride / dichloromethane / -78 - 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / -78 - 0 °C / Inert atmosphere

5.1: lithium bromide / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

6.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Reflux

6.2: 15 h / 20 °C

With cerium(III) chloride heptahydrate; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; triethylamine; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; mineral oil; 1.1: Luche reduction / 1.2: Luche reduction;
DOI:10.1021/ol201498g