tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate

Base Information

• Chemical Name: tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate
• CAS No.: 1041854-48-1
• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.478

Synonyms:tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate

Chemical Property of tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate

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Technology Process of tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate

There total 3 articles about tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate 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:

trans-cinnamaldehyde diethylacetal (25226-98-6) + tert-butyl 2-oxocyclohexanecarboxylate (137334-09-9,55623-56-8) → tert-butyl (R)-1-((1R,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate + tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate (1041854-48-1)

Guidance literature:

With [(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]-diaquo-palladium(II) bis(triflate); In tetrahydrofuran; at -20 ℃; for 24h; optical yield given as %de; enantioselective reaction;

DOI:10.1002/anie.200705344

Reference yield:

cis-cinnamaldehyde diethyl acetal (81149-95-3) + tert-butyl 2-oxocyclohexanecarboxylate (137334-09-9,55623-56-8) → tert-butyl (R)-1-((1R,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate + tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate (1041854-48-1)

Guidance literature:

With [(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]-diaquo-palladium(II) bis(triflate); In tetrahydrofuran; at 0 ℃; for 3h; optical yield given as %de; enantioselective reaction;

DOI:10.1002/anie.200705344

Reference yield:

trans-cinnamaldehyde diethylacetal (25226-98-6) + tert-butyl 2-oxocyclohexanecarboxylate (137334-09-9,55623-56-8) → tert-butyl (S)-1-((1R,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate + tert-butyl (S)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate + tert-butyl (R)-1-((1R,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate + tert-butyl (R)-1-((1S,2E)-1-ethoxy-3-phenylallyl)-2-oxocyclohexanecarboxylate (1041854-48-1)

Guidance literature:

With [Pd(II)(H₂O)2((3,5-dimethylphenyl)2P((R)-binaphthyl)P(3,5-dimethylphenyl)2)](CF₃SO₃)2; In tetrahydrofuran; at 0 ℃; for 12h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/anie.200705344

upstream raw materials:

trans-cinnamaldehyde diethylacetal

tert-butyl 2-oxocyclohexanecarboxylate

cis-cinnamaldehyde diethyl acetal

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