methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate

Base Information

Chemical Name:methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate
CAS No.:735286-99-4
Molecular Formula:C₂₆H₃₁NO₅
Molecular Weight:437.536
Hs Code.:

Synonyms:methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate

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Chemical Property of methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate

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Technology Process of methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate

There total 6 articles about methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-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: 95.0%

: 494799-20-1
3-cyclohexyl-2-(3-furyl)indole-6-carboxylic acid methyl ester

: 5292-43-3
bromoacetic acid tert-butyl ester

: 735286-99-4
methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1016/j.bmcl.2007.06.093

Reference yield:

: 494799-19-8
methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

: 735286-99-4
methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: aq. Na₂CO₃ / Pd(PPh₃)2Cl₂ / dioxane / Heating

2: 95 percent / NaH / dimethylformamide / 60 °C

With sodium hydride; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1016/j.bmcl.2007.06.093

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 735286-99-4
methyl 1-tert-butoxycarbonylmethyl-3-cyclohexyl-2-furan-3-yl-1H-indole-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 3 h / 20 °C

2.1: lithium chloride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; lithium chloride; In ethanol; water; N,N-dimethyl-formamide; toluene; mineral oil; 2.1: |Suzuki Coupling;
DOI:10.1139/cjc-2012-0319