methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate

Base Information

• Chemical Name: methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate
• CAS No.: 127759-60-8
• Molecular Formula: C₁₀H₁₃F₃O₅S
• Molecular Weight: 302.271
• Mol file: 127759-60-8.mol

Synonyms:methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate

Chemical Property of methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate

There total 2 articles about methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate 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:

2-(methoxycarbonyl)cyclohexanone (41302-34-5) → methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate (127759-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 5 h / ultrasonification

2: 1) LDA / 1) THF, -78 deg C, 2h, 2a) 0 deg C, 3h, 2b) RT, overnight

With lithium diisopropyl amide;

DOI:10.1021/jo00304a008

Reference yield:

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + methyl 2-methyl-1-oxocyclohexane-2-carboxylate (7500-91-6) → methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate (127759-60-8)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1) THF, -78 deg C, 2h, 2a) 0 deg C, 3h, 2b) RT, overnight;

DOI:10.1021/jo00304a008

Reference yield: 92.0%

tri-n-butyl(vinyl)tin (7486-35-3) + methyl 1-hydroxy-6-methylcyclohexene-6-carboxylate 1-triflate (127759-60-8) → methyl 6-methyl-1-vinylcyclohexene-6-carboxylate (127665-54-7)

Guidance literature:

With lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 12h; Heating;

DOI:10.1021/jo00304a008

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

methyl 2-methyl-1-oxocyclohexane-2-carboxylate

2-(methoxycarbonyl)cyclohexanone

Downstream raw materials:

methyl 6-methyl-1-vinylcyclohexene-6-carboxylate