6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

Base Information

Chemical Name:6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole
CAS No.:112764-66-6
Molecular Formula:C₃₂H₂₈N₂O₅S
Molecular Weight:552.651
Hs Code.:

Synonyms:6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

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Chemical Property of 6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

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Technology Process of 6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

There total 14 articles about 6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>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:

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

: 112764-66-6
6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 4 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

With sodium hydroxide; N-Bromosuccinimide; dimethylsulfide borane complex; sulfuric acid; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00222a043

Reference yield:

: 112764-64-4
5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N⁵-(phenylsulfonyl)indole

: 112764-66-6
6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 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

With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; 2,2'-azobis(isobutyronitrile); In N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00222a043

Reference yield:

: 112764-65-5
1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N⁵-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole

: 112764-66-6
6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 2 steps

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

2: 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

With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In benzene;
DOI:10.1021/ja00222a043