methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

Base Information

• Chemical Name: methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate
• CAS No.: 128293-12-9
• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.349
• Mol file: 128293-12-9.mol

Synonyms:methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

Chemical Property of methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

There total 10 articles about methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate 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: 100.0%

methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate (223419-01-0) → methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate (128293-12-9)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 0.1h; Ambient temperature;

DOI:10.1016/S0040-4020(98)01197-1

Reference yield: 38.0%

Methyl (E)-2-Formylmethyl-2-phenylsulfonyl-4-(2,6,6-trimethylcyclohex-1-enyl)but-3-enoate (128292-91-1) → methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate (128293-12-9) + methyl (Z,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate (128292-90-0)

Guidance literature:

With aluminum oxide; In diethyl ether; hexane; Ambient temperature;

DOI:10.1039/P19930000987

Reference yield:

(E)-5-(2,6,6-trimethylcyclohex-1-enyl)pent-4-en-2-yn-1-ol (101315-21-3) → methyl (E,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate (128293-12-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) iBuMgCl, Cp₂TiCl₂ / 1.) Et₂O, 0 deg C to room temperature, room temperature, 6 h, 2.) THF, 0 deg C, 12 h

2: 71 percent / N,N,N',N'-tetramethylguanidine / benzene / 12 h / Ambient temperature

3: 100 percent / MnO₂ / CH₂Cl₂ / 0.1 h / Ambient temperature

With manganese(IV) oxide; bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride; N,N,N',N'-tetramethylguanidine; In dichloromethane; benzene;

DOI:10.1016/S0040-4020(98)01197-1

upstream raw materials:

Methyl (E)-2-Formylmethyl-2-phenylsulfonyl-4-(2,6,6-trimethylcyclohex-1-enyl)but-3-enoate

methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

(E)-5-(2,6,6-trimethylcyclohex-1-enyl)pent-4-en-2-yn-1-ol

(E)-2-(but-1-en-3-ynyl)-1,3,3-trimethylcyclohex-1-ene

Downstream raw materials:

methyl (Z,E)-4-oxo-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

methyl (E,E)-5-aza-N-hydroxy-2-[(2,6,6-trimethylcyclohex-1-enyl)vinyl]-2,4-pentadienoate

4-(2,6,6-trimethyl-cyclohex-1-enyl)-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid methyl ester

(S)-1-((1S,2R)-2-Hydroxy-indan-1-yl)-6-(2,6,6-trimethyl-cyclohex-1-enyl)-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid methyl ester