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

Base Information

• Chemical Name: (2S,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-dione
• CAS No.: 1383003-65-3
• Molecular Formula: C₂₉H₃₀O₄
• Molecular Weight: 442.555
• Mol file: 1383003-65-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (2S,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-dione 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: 98.0%

(2R,4S)-2-(benzyloxy)methyl-4-ethyl-2-methylcyclopentane-1,3-dione (1383003-88-0) + 4-Phenylbenzaldehyde (3218-36-8) → (2S,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-dione (1383003-65-3)

Guidance literature:

In diethyl ether; hexane; at -40 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ja3032345

Reference yield:

2-((benzyloxy)methyl)-2-methylcyclopent-4-ene-1,3-dione (1383003-29-9) → (2S,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-dione (1383003-65-3)

Guidance literature:

Multi-step reaction with 2 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

With C₃₈H₂₂F₁₂NO₂P; copper(II) bis(trifluoromethanesulfonate); In diethyl ether; hexane;

DOI:10.1021/ja3032345

Reference yield:

2-((benzyloxy)methyl)-2-methylcyclopentane-1,3-dione (856177-89-4) → (2S,4R,5S)-4-((S)-[1,1'-biphenyl]-4-yl(hydroxy)methyl)-2-((benzyloxy)methyl)-5-ethyl-2-methylcyclopentane-1,3-dione (1383003-65-3)

Guidance literature:

Multi-step reaction with 3 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

With C₃₈H₂₂F₁₂NO₂P; copper(II) bis(trifluoromethanesulfonate); copper(ll) bromide; In methanol; diethyl ether; hexane;

DOI:10.1021/ja3032345

upstream raw materials:

2-((benzyloxy)methyl)-2-methylcyclopentane-1,3-dione

2-((benzyloxy)methyl)-2-methylcyclopent-4-ene-1,3-dione

(2R,4S)-2-(benzyloxy)methyl-4-ethyl-2-methylcyclopentane-1,3-dione

4-Phenylbenzaldehyde

Downstream raw materials:

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