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

Base Information

Chemical Name:(3R,4S,5R)-3-isopropenyl-4-{[(p-methoxyphenyl)methoxy]methyl}-5-methyl-1-trimethylsiloxycyclopentene
CAS No.:1621399-35-6
Molecular Formula:C₂₁H₃₂O₃Si
Molecular Weight:360.569
Hs Code.:

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

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Chemical Property of (3R,4S,5R)-3-isopropenyl-4-{[(p-methoxyphenyl)methoxy]methyl}-5-methyl-1-trimethylsiloxycyclopentene

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Technology Process of (3R,4S,5R)-3-isopropenyl-4-{[(p-methoxyphenyl)methoxy]methyl}-5-methyl-1-trimethylsiloxycyclopentene

There total 5 articles about (3R,4S,5R)-3-isopropenyl-4-{[(p-methoxyphenyl)methoxy]methyl}-5-methyl-1-trimethylsiloxycyclopentene 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:

: 75-77-4
chloro-trimethyl-silane

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

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

Guidance literature:: With triethylamine; sodium iodide; In acetonitrile; at 0 ℃; for 3.08333h; Inert atmosphere;
DOI:10.1055/s-0033-1338573

Reference yield:

: 2-[(1S,2S,3R,4S)-2-{[(p-methoxyphenyl)methoxy]methyl}-3-methyl-4-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]prop-1-ene

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridinium p-toluenesulfonate / methanol / 15 h

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h / -84 °C / Inert atmosphere

2.2: 1.75 h / 0 °C

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

With oxalyl dichloride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; sodium iodide; In methanol; dichloromethane; acetonitrile; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1055/s-0033-1338573

Reference yield:

: 881425-05-4
[(1S,2R,3S,5S)-2-methyl-5-(prop-1-en-2-yl)-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]methanol

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

1.2: 2.67 h

2.1: pyridinium p-toluenesulfonate / methanol / 15 h

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h / -84 °C / Inert atmosphere

3.2: 1.75 h / 0 °C

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

With oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil; 3.1: |Swern Oxidation / 3.2: |Swern Oxidation;
DOI:10.1055/s-0033-1338573