1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one

Base Information

Chemical Name:1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one
CAS No.:112089-37-9
Molecular Formula:C₁₈H₁₆N₂O₃S
Molecular Weight:340.403
Hs Code.:

1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa<c>-pyrrolo<3,2-e>indol-4(5H)-one

Synonyms:1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one

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Chemical Property of 1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one

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Technology Process of 1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one

There total 17 articles about 1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one 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: 50.0%

: 112793-56-3
(1RS)-3-Benzenesulfonyl-5-hydroxy-1-hydroxymethyl-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole

: 1972-28-7,218603-74-8
diethylazodicarboxylate

: 112089-37-9
1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one

Guidance literature:: With triphenylphosphine; In tetrahydrofuran; at 23 ℃; for 3h;
DOI:10.1021/ja00212a067

Reference yield: 49.0%

: 112793-56-3
(1RS)-3-Benzenesulfonyl-5-hydroxy-1-hydroxymethyl-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole

: 112089-37-9
1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 23 ℃; for 8h;
DOI:10.1021/ja00222a043

Reference yield:

: 112764-63-3
N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-7-(benzyloxy)-3-methylindole

: 112089-37-9
1,2,8,8a-tetrahydro-7-methyl-2-(phenylsulfonyl)cyclopropa-pyrrolo<3,2-e>indol-4(5H)-one

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C

2: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h

3: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating

4: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min

5: 83 percent / acetyl chloride / methanol / 2 h / 50 °C

6: 85 percent / hydrogen / 10percent palladium/carbon / ethyl acetate / 20 h / 23 °C / 760 Torr

7: 49 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 8 h / 23 °C

With sodium hydroxide; N-Bromosuccinimide; dimethylsulfide borane complex; sulfuric acid; hydrogen; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; acetyl chloride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00222a043