diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate

Base Information

• Chemical Name: diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate
• CAS No.: 1643566-01-1
• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.408

Synonyms:diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate

Chemical Property of diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate

There total 6 articles about diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate 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:

4-methyl-4-phenyl-cyclohex-2,5-dien-1-one (28937-18-0) + diethyl malonate (105-53-3) → diethyl 2-((1S,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate (1643565-84-7) + diethyl 2-((1S,2S)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate + diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate (1643566-01-1)

Guidance literature:

With 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea; In toluene; at 20 ℃; for 48h; Overall yield = 11 %; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c4ob00733f

Reference yield:

4-methyl-4-phenyl-cyclohex-2,5-dien-1-one (28937-18-0) + diethyl malonate (105-53-3) → diethyl 2-((1S,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate (1643565-84-7) + diethyl 2-((1R,2S)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate + diethyl 2-((1S,2S)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate + diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate (1643566-01-1)

Guidance literature:

With 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea; In toluene; at 20 ℃; for 48h; Overall yield = 54 %; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c4ob00733f

Reference yield:

4-methyl-4-phenyl-cyclohex-2,5-dien-1-one (28937-18-0) + diethyl malonate (105-53-3) → diethyl 2-((1S,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate (1643565-84-7) + diethyl 2-((1S,2S)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate + diethyl 2-((1R,2R)-1-methyl-4-oxo-1,2,3,4-tetrahydro-[1,1'-biphenyl]-2-yl)malonate (1643566-01-1) + tetraethyl 2,2′-(2-methyl-5-oxo-2-phenylcyclohexane-1,3-diyl)dimalonate (1643566-12-4)

Guidance literature:

With 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea; In toluene; at 20 ℃; for 72h; Overall yield = 46 %; Inert atmosphere;

DOI:10.1039/c4ob00733f

upstream raw materials:

4-methyl-4-phenyl-cyclohex-2,5-dien-1-one

diethyl malonate

4-methyl-4-phenylcyclohex-2-enone

Downstream raw materials:

C₂₀H₂₆O₅

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