menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate

Base Information

Chemical Name:menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate
CAS No.:130799-06-3
Molecular Formula:C₁₇H₂₆Br₂O₂
Molecular Weight:422.2
Hs Code.:

Synonyms:menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate

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Chemical Property of menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate

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Technology Process of menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate

There total 4 articles about menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate 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:

: 130799-04-1
dimenthyl (1S,2S)-3-methylcyclopropane-1,2-dicarboxylate

: 130799-06-3
menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / 10percent KOH / tetrahydrofuran; ethanol; H₂O / 84 h / Ambient temperature

2: 100 percent / B₂H₆*THF / Ambient temperature

3: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

4: 98 percent / Ph₃P / CH₂Cl₂ / 0.5 h / 0 °C

With potassium hydroxide; B₂H₆-THF; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)88025-X

Reference yield:

: 34212-59-4,96149-05-2
bis(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl butanedioate

: 130799-06-3
menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / 2,2,6,6-tetramethylpiperidine, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 65 min; 2.) -78 deg C, 9.5 h

2: 83 percent / 10percent KOH / tetrahydrofuran; ethanol; H₂O / 84 h / Ambient temperature

3: 100 percent / B₂H₆*THF / Ambient temperature

4: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

5: 98 percent / Ph₃P / CH₂Cl₂ / 0.5 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine; potassium hydroxide; n-butyllithium; B₂H₆-THF; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; ethanol; hexane; dichloromethane; water;
DOI:10.1016/S0040-4020(01)88025-X

Reference yield:

: 153618-35-0
menthyl (1S,2S,3S)-2-hydroxymethyl-3-methylcyclopropane-1-carboxylate

: 130799-06-3
menthyl (1S,2S,3S)-2-(2,2-dibromovinyl)-3-methylcyclopropane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

2: 98 percent / Ph₃P / CH₂Cl₂ / 0.5 h / 0 °C

With Dess-Martin periodane; triphenylphosphine; In dichloromethane;
DOI:10.1016/S0040-4020(01)88025-X