(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole

Base Information

Chemical Name:(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole
CAS No.:112764-67-7
Molecular Formula:C₂₅H₂₄N₂O₄S
Molecular Weight:448.543
Hs Code.:

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

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

Chemical Property:

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MSDS Files:: SDS file from LookChem

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

There total 25 articles about (1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-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: 83.0%

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

: 112764-67-7
(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole

Guidance literature:: With acetyl chloride; In methanol; at 50 ℃; for 2h;
DOI:10.1021/ja00222a043

Reference yield:

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

: 112764-67-7
(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 5 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

With sodium hydroxide; N-Bromosuccinimide; dimethylsulfide borane complex; sulfuric acid; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; acetyl chloride; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; methanol; 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

: 112764-67-7
(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole

Guidance literature:: Multi-step reaction with 4 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

4: 83 percent / acetyl chloride / methanol / 2 h / 50 °C

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