CIS-2-(3,4-METHYLENEDIOXYBENZOYL)CYCLOHEXANE-1-CARBOXYLIC ACID

Base Information

• Chemical Name: CIS-2-(3,4-METHYLENEDIOXYBENZOYL)CYCLOHEXANE-1-CARBOXYLIC ACID
• CAS No.: 131779-79-8
• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.289
• Mol file: 131779-79-8.mol

Synonyms:cis-2-(benzo[d][1,3]dioxole-5-carbonyl)cyclohexane-1-carboxylic acid

Chemical Property of CIS-2-(3,4-METHYLENEDIOXYBENZOYL)CYCLOHEXANE-1-CARBOXYLIC ACID

Chemical Property:

• Melting Point: 152-154 °C
• Boiling Point: 494.8±45.0 °C(Predicted)
• PKA: 4.48±0.44(Predicted)
• Density: 1.335±0.06 g/cm3(Predicted)

Purity/Quality:

CIS-2-(3,4-METHYLENEDIOXYBENZOYL)CYCLOHEXANE-1-CARBOXYLICACID ^*data from reagent suppliers

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Technology Process of CIS-2-(3,4-METHYLENEDIOXYBENZOYL)CYCLOHEXANE-1-CARBOXYLIC ACID

There total 2 articles about CIS-2-(3,4-METHYLENEDIOXYBENZOYL)CYCLOHEXANE-1-CARBOXYLIC ACID 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: 81.0%

1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate (109586-40-5) + 1,2-cis-cyclohexanedicarboxylic anhydride (13149-00-3) → cis-2-(benzo[d][1,3]dioxole-5-carbonyl)cyclohexane-1-carboxylic acid (131779-79-8)

Guidance literature:

With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; chloro-trimethyl-silane; zinc(II) iodide; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b00114

Reference yield: 58.0%

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) + 1,2-cis-cyclohexanedicarboxylic anhydride (13149-00-3) → cis-2-(benzo[d][1,3]dioxole-5-carbonyl)cyclohexane-1-carboxylic acid (131779-79-8)

Guidance literature:

1,2-(methylenedioxy)-4-bromobenzene; With magnesium; In tetrahydrofuran; for 22h;

1,2-cis-cyclohexanedicarboxylic anhydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Further stages.;

DOI:10.1021/jm010838c

Reference yield: 61.0%

cis-2-(benzo[d][1,3]dioxole-5-carbonyl)cyclohexane-1-carboxylic acid (131779-79-8) → [(1R,2S)-2-(Benzo[1,3]dioxole-5-carbonyl)-cyclohexyl]-carbamic acid tert-butyl ester (131779-82-3)

Guidance literature:

DOI:10.1246/cl.1990.1817

upstream raw materials:

1,2-(methylenedioxy)-4-bromobenzene

1,2-cis-cyclohexanedicarboxylic anhydride

1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate

Downstream raw materials:

[(1R,2S)-2-(Benzo[1,3]dioxole-5-carbonyl)-cyclohexyl]-carbamic acid tert-butyl ester

N-[(1R,2R)-2-((S)-1-Benzo[1,3]dioxol-5-yl-2-hydroxy-ethyl)-cyclohexyl]-4-methyl-benzenesulfonamide

N-[(1S,2S)-2-(1-Benzo[1,3]dioxol-5-yl-vinyl)-cyclohexyl]-methanesulfonamide

[(1R,2R)-2-(1-Benzo[1,3]dioxol-5-yl-vinyl)-cyclohexyl]-carbamic acid tert-butyl ester

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