(2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

Base Information

Chemical Name:(2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone
CAS No.:1621399-38-9
Molecular Formula:C₃₀H₄₄O₅
Molecular Weight:484.676
Hs Code.:

Synonyms:(2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

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Chemical Property of (2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

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Technology Process of (2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

There total 7 articles about (2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone 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:

: 1621399-37-8
(2S,3S,4S,5R)-3-isopropenyl-2-methoxymethoxy-4-{[(p-methoxyphenyl)methoxy]methyl}-5-methylcyclopentanone

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: 1621399-38-9
(2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

: 1621399-39-0
(2R,3S,4S,5R)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at 30 ℃; for 2.5h; Overall yield = 56 %; Overall yield = 48 mg; Inert atmosphere;
DOI:10.1055/s-0033-1338573

Reference yield:

: 1621399-34-5
(2R,3S,4S)-4-isopropenyl-3-{[(p-methoxyphenyl)methoxy]-methyl}-2-methylcyclopentanone

: 1621399-38-9
(2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

: 1621399-39-0
(2R,3S,4S,5R)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; sodium iodide / acetonitrile / 3.08 h / 0 °C / Inert atmosphere

2: 2-methyl-but-2-ene; 3-chloro-benzenecarboperoxoic acid / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

4: sodium hexamethyldisilazane / tetrahydrofuran / 2.5 h / 30 °C / Inert atmosphere

With 2-methyl-but-2-ene; sodium hexamethyldisilazane; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-0033-1338573

Reference yield:

: 1621399-35-6
(3R,4S,5R)-3-isopropenyl-4-{[(p-methoxyphenyl)methoxy]methyl}-5-methyl-1-trimethylsiloxycyclopentene

: 1621399-38-9
(2R,3S,4S,5S)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

: 1621399-39-0
(2R,3S,4S,5R)-2-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-isopropenyl-5-methoxymethoxy-3-{[(p-methoxyphenyl)methoxy]methyl}-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 3 steps

1: 2-methyl-but-2-ene; 3-chloro-benzenecarboperoxoic acid / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

3: sodium hexamethyldisilazane / tetrahydrofuran / 2.5 h / 30 °C / Inert atmosphere

With 2-methyl-but-2-ene; sodium hexamethyldisilazane; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0033-1338573