(2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride

Base Information

• Chemical Name: (2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride
• CAS No.: 133725-55-0
• Molecular Formula: C₂₄H₂₁NO₅S
• Molecular Weight: 435.5

Synonyms:(2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride

Chemical Property of (2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride

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Technology Process of (2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride

There total 1 articles about (2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride 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: 96.0%

maleic anhydride (108-31-6) + (E)-3-(3-methylbuta-1,3-dienyl)-1-tosylindole (121667-71-8) → (2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride (133725-55-0)

Guidance literature:

In benzene; RT, 1h, then 60 deg C, 15 min;

Reference yield: 97.0%

(2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride (133725-55-0) → (1RS,2SR,3SR)-3-(indol-3'-yl)-5-methylcyclohex-4-ene-1,2-dicarboxylic acid (131938-96-0)

Guidance literature:

With potassium hydroxide; In methanol; water; for 1h; Heating;

Reference yield: 82.0%

(2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride (133725-55-0) → (1RS,2SR,3SR)-1-methyl hydrogen 3-(indol-3'-yl)-5-methylcyclohex-4-ene-1,2-dicarboxylate (131938-97-1)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; 1,2-dimethoxyethane; for 1.5h; Ambient temperature;

upstream raw materials:

maleic anhydride

(E)-3-(3-methylbuta-1,3-dienyl)-1-tosylindole

Downstream raw materials:

(1RS,2SR,3SR)-1-ethyl hydrogen 5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylate

(1RS,2SR,3SR)-3-(indol-3'-yl)-5-methylcyclohex-4-ene-1,2-dicarboxylic acid

(1RS,2SR,3SR)-1-methyl hydrogen 3-(indol-3'-yl)-5-methylcyclohex-4-ene-1,2-dicarboxylate

12-hydroxymethyl-9-methyl-5-tosyl-6,7,10,11-tetrahydro-7,11-methano-5H-cyclo-octindol-6α-ol

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