(R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal

Base Information

Chemical Name:(R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal
CAS No.:1314025-05-2
Molecular Formula:C₃₀H₄₀O₅
Molecular Weight:480.645
Hs Code.:

Synonyms:(R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal

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Chemical Property of (R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal

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Technology Process of (R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal

There total 10 articles about (R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal 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:

: 5432-85-9
4-isopropyl-cyclohexanone

: 1314025-05-2
(R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal

Guidance literature:: Multi-step reaction with 10 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

9.1: pyridinium p-toluenesulfonate / tetrahydrofuran; dichloromethane; ethylene glycol / 15 h / Reflux

10.1: sodium periodate / tetrahydrofuran; water

With sodium periodate; n-butyllithium; chloro-trimethyl-silane; tributylphosphine; cerium(III) chloride heptahydrate; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; triethylamine; (R)-2,2,2-trifluoro-N-(1-phenylethyl)ethan-1-amine; lithium bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethylene glycol; 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

: 1314025-05-2
(R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal

Guidance literature:: Multi-step reaction with 8 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

7.1: pyridinium p-toluenesulfonate / tetrahydrofuran; dichloromethane; ethylene glycol / 15 h / Reflux

8.1: sodium periodate / tetrahydrofuran; water

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

Reference yield:

: 2-hydroxymethyl-4-isopropylcyclohex-2-enol

: 1314025-05-2
(R)-2-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-5-(4-methoxybenzyloxy)-pentanal

Guidance literature:: Multi-step reaction with 7 steps

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

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

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

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

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

5.2: 15 h / 20 °C

6.1: pyridinium p-toluenesulfonate / tetrahydrofuran; dichloromethane; ethylene glycol / 15 h / Reflux

7.1: sodium periodate / tetrahydrofuran; water

With sodium periodate; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; water; ethylene glycol; mineral oil;
DOI:10.1021/ol201498g