(1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid

Base Information

• Chemical Name: (1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid
• CAS No.: 131938-85-7
• Molecular Formula: C₂₄H₂₃NO₆S
• Molecular Weight: 453.516

Synonyms:(1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid

Chemical Property of (1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid

Chemical Property:

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Technology Process of (1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid

There total 1 articles about (1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic 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: 80.0%

(2S,3S)-5-methyl-3-(1-tosylindol-3-yl)cyclohex-4-ene-1,2-dicarboxylic acid anhydride (133725-55-0) → (1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid (131938-85-7)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; acetone; for 4h; Heating;

Reference yield: 70.4%

methanol (67-56-1) + (1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid (131938-85-7) → (1RS,2SR,3SR)-1-methyl hydrogen 5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylate (131938-86-8)

Guidance literature:

With boron trifluoride methanol complex; for 1h; Heating;

Reference yield:

(1RS,2SR,3SR)-5-methyl-3-(1'-tosylindol-3'-yl)cyclohex-4-ene-1,2-dicarboxylic acid (131938-85-7) → (7RS,11SR,12SR)-methyl 9-methyl-6-oxo-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole-12-carboxylate (114907-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70.4 percent / BF₃*MeOH / 1 h / Heating

2: 62 percent / PPE / CHCl₃ / 0.5 h / Heating

With boron trifluoride methanol complex; In chloroform;

upstream raw materials:

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

Downstream raw materials:

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

(7RS,11SR,12SR)-methyl 9-methyl-6-oxo-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole-12-carboxylate

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

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