(1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol

Base Information

Chemical Name:(1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol
CAS No.:1383003-68-6
Molecular Formula:C₂₉H₃₄O₄
Molecular Weight:446.587
Hs Code.:

Synonyms:(1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol

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Chemical Property of (1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol

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Technology Process of (1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol

There total 4 articles about (1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol 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: 80.0%

: 1383003-65-3
(2S,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-dione

: 1383003-68-6
(1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ja3032345

Reference yield:

: 856177-89-4
2-((benzyloxy)methyl)-2-methylcyclopentane-1,3-dione

: 1383003-68-6
(1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: copper(ll) bromide / methanol / 1 h / Inert atmosphere; Reflux

2: C₃₈H₂₂F₁₂NO₂P; copper(II) bis(trifluoromethanesulfonate) / diethyl ether; hexane / 0.5 h / -78 - 20 °C / Inert atmosphere

3: diethyl ether; hexane / -40 °C / Inert atmosphere

4: diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / -20 °C / Inert atmosphere

With C₃₈H₂₂F₁₂NO₂P; copper(II) bis(trifluoromethanesulfonate); diisobutylaluminium hydride; copper(ll) bromide; In tetrahydrofuran; methanol; diethyl ether; hexane;
DOI:10.1021/ja3032345

Reference yield:

: 1383003-29-9
2-((benzyloxy)methyl)-2-methylcyclopent-4-ene-1,3-dione

: 1383003-68-6
(1S,2S,3R,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: C₃₈H₂₂F₁₂NO₂P; copper(II) bis(trifluoromethanesulfonate) / diethyl ether; hexane / 0.5 h / -78 - 20 °C / Inert atmosphere

2: diethyl ether; hexane / -40 °C / Inert atmosphere

3: diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / -20 °C / Inert atmosphere

With C₃₈H₂₂F₁₂NO₂P; copper(II) bis(trifluoromethanesulfonate); diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ja3032345