1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone

Base Information

Chemical Name:1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone
CAS No.:74644-92-1
Molecular Formula:C₂₃H₂₀N₂O₃
Molecular Weight:372.423
Hs Code.:

1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benz<c,d>indole-5-acrylic acid γ-lactone

Synonyms:1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone

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Chemical Property of 1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone

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Technology Process of 1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone

There total 13 articles about 1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone 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: 88.0%

: 91547-44-3
4-(methylbenzamido)-1,2,2a,3,4,5-hexahydro-5-hydroxy-α-methylbenzindole-5-acrylic acid γ-lactone

: 74644-92-1
1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1021/jo00193a018

Reference yield:

: 74606-98-7
2-benzoylamino-3-(1-benzoyl-2,3-dihydro-indol-3-yl)-propionic acid

: 74644-92-1
1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Ac₂O, 2.) AlCl₃ / 1.) 100 deg C, 15 min, 2.) ClCH₂-ClCH₂, reflux, 30 min

2: 1.) Zn / 2.) THF, 50 deg C, 14 h

3: RhCl₃*3H₂O / CHCl₃; ethanol; H₂O / 14 h / 90 °C

4: NaH / dimethylformamide / 0.5 h / 25 °C

5: 1.) NaOH, H₂O, 2.) MnO₂ / 1.) ethanol, 75 deg C, 1 h, 2.) CH₂Cl₂, 25 deg C, 30 min

With manganese(IV) oxide; sodium hydroxide; rhodium(III) chloride; aluminium trichloride; water; acetic anhydride; sodium hydride; zinc; In ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00536a067

Reference yield:

: 74606-93-2
1-benzoyl-4-benzamido-1,2,2a,3,4,5-hexahydro-5-hydroxy-α-methylenebenzindole-5-propionic acid, γ-lactone

: 74644-92-1
1,3,4,5-tetrahydro-5-hydroxy-α-methyl-4-(methylbenzamido)benzindole-5-acrylic acid γ-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: RhCl₃*3H₂O / CHCl₃; ethanol; H₂O / 14 h / 90 °C

2: NaH / dimethylformamide / 0.5 h / 25 °C

3: 1.) NaOH, H₂O, 2.) MnO₂ / 1.) ethanol, 75 deg C, 1 h, 2.) CH₂Cl₂, 25 deg C, 30 min

With manganese(IV) oxide; sodium hydroxide; rhodium(III) chloride; water; sodium hydride; In ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00536a067