1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole

Base Information

Chemical Name:1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole
CAS No.:108948-28-3
Molecular Formula:C₂₄H₂₄N₂O₄S
Molecular Weight:436.532
Hs Code.:

Synonyms:1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole

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Chemical Property of 1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole

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Technology Process of 1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole

There total 5 articles about 1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole 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: 76.0%

: 108948-27-2
3-(2,2-diethoxyethyl)-4-(3-hydroxy-3-methyl-1-buten-1-yl)-1-tosylindole

: 598-55-0
methyl carbamate

: 108948-28-3
1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at 90 ℃; for 4h;
DOI:10.1021/jo00391a027

Reference yield:

: 115-18-4
2-methyl-3-buten-2-ol

: 108948-28-3
1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / Pd(OAc)2, (o-tolyl)3P, Et₃N / acetonitrile / 5 h / 100 °C

2: 76 percent / p-toluenesulfonic acid / acetonitrile / 4 h / 90 °C

With palladium diacetate; toluene-4-sulfonic acid; triethylamine; tris-(o-tolyl)phosphine; In acetonitrile;
DOI:10.1021/jo00391a027

Reference yield:

: 90481-83-7
4-bromo-3-iodo-1-tosyl-1H-indole

: 108948-28-3
1-tosyl-5,6-dihydro-5-carbomethoxy-6-(2-methyl-1-propenyl)azepino<5,4,3-cd>indole

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) dicyclopentadienylzirconium chloride, 2.) Ni(PPh₃)4 / 1.) benzene, RT, 2 h, 2.) THF, RT, 48 h

2: 1.) BBr₃*SMe₂, 2.) 1 M aq. NaHCO₃ / 1.) CH₂Cl₂, RT, 5 min, 2.) CH₂Cl₂, RT, 2.5 h

3: 92 percent / Pd(OAc)2, (o-tolyl)3P, Et₃N / acetonitrile / 5 h / 100 °C

4: 76 percent / p-toluenesulfonic acid / acetonitrile / 4 h / 90 °C

With palladium diacetate; zirconocene dichloride; boron tribromide-dimethyl sulfide complex; tetrakis(triphenylphosphine)nickel⁽⁰⁾; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; tris-(o-tolyl)phosphine; In acetonitrile;
DOI:10.1021/jo00391a027