{(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide

Base Information

Chemical Name:{(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide
CAS No.:457612-41-8
Molecular Formula:C₂₇H₂₉O₃P
Molecular Weight:432.499
Hs Code.:

Synonyms:{(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide

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Chemical Property of {(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide

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Technology Process of {(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide

There total 3 articles about {(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide 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: 82.0%

: 457612-40-7
2-(diphenylphosphonoyl)-2-[(1S,2S,3S,5S)-5-(diphenylphosphonoyl)-2,3-dimethoxycyclopentyl]-1-phenylethanol

: 457612-41-8
{(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide

Guidance literature:: With potassium hydride; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;
DOI:10.1021/jo025725v

Reference yield:

: C₃₂H₃₂O₄P₂

: 457612-41-8
{(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.17 h / -78 °C

1.2: 54 percent / tetrahydrofuran / 0.33 h / -78 °C

2.1: 75 percent / LiBEt₃H / tetrahydrofuran / 0.33 h / 0 °C

3.1: 82 percent / potassium hydride / tetrahydrofuran / 0.5 h / -78 - 20 °C

With potassium hydride; lithium triethylborohydride; lithium diisopropyl amide; In tetrahydrofuran; 3.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo025725v

Reference yield:

: 457612-38-3
2-(diphenylphosphonoyl)-2-[(1R,4S,5S)-2-(diphenylphosphonoyl)-4,5-dimethoxy-2-cyclopenten-1-yl]-1-phenylethanol

: 457612-41-8
{(1S,2S,3S,4S)-3,4-dimethoxy-2-[2-phenylethenyl]cyclopentyl}diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / LiBEt₃H / tetrahydrofuran / 0.33 h / 0 °C

2: 82 percent / potassium hydride / tetrahydrofuran / 0.5 h / -78 - 20 °C

With potassium hydride; lithium triethylborohydride; In tetrahydrofuran; 2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo025725v