(2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone

Base Information

Chemical Name:(2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone
CAS No.:1388625-21-5
Molecular Formula:C₂₁H₂₀Cl₂O₂
Molecular Weight:375.295
Hs Code.:

Synonyms:(2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone

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Technology Process of (2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone

There total 14 articles about (2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-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: 68.3%

: 1352076-45-9
(3S,5R,6R)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one

: 1388625-21-5
(2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 - 30 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ja305123v

Reference yield: 47.0%

: 1352076-45-9
(3S,5R,6R)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one

: 215672-67-6
(3S,4S)-3-amino-4-hydroxypentane

: 1388625-21-5
(2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone

: 1352072-34-4
(S)-2-((2R,3R)-2-(3-chlorophenyl)-3-(4-chlorophenyl)-3-hydroxypropyl)-N-((2S,3S)-2-hydroxypentan-3-yl)-2-methylpent-4-enamide

Guidance literature:: With n-butyllithium; at 0 - 23 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ja305123v

Reference yield:

: (4R,5R)-isopropyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxy-2-methylpentanoate

: 1388625-21-5
(2R,3R,5S)-5-allyl-3-(3-chlorophenyl)-2-(4-chlorophenyl)-2-hydroxy-5-methylcyclopentanone

Guidance literature:: Multi-step reaction with 4 steps

1: water; lithium hydroxide / tetrahydrofuran; methanol / 24 h / 20 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / toluene / 2 h / Inert atmosphere; Reflux

3: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -35 - -5 °C / Inert atmosphere

4: lithium hexamethyldisilazane / tetrahydrofuran / 24 h / 20 - 30 °C / Inert atmosphere

With water; pyridinium p-toluenesulfonate; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/ja305123v