[6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone

Base Information

Chemical Name:[6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone
CAS No.:115017-06-6
Molecular Formula:C₃₃H₃₀N₂O₆S
Molecular Weight:582.677
Hs Code.:

Synonyms:[6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone

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Chemical Property of [6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone

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Technology Process of [6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone

There total 13 articles about [6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone 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:

: 38880-89-6
N-(2-hydroxy-4-nitrophenyl)benzamide

: 115017-06-6
[6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone

Guidance literature:: Multi-step reaction with 10 steps

1: 94 percent / K₂CO₃ / n-Bu₄NI / acetone / 16 h / Heating

2: 90 percent / Na₂S₂O₄ / tetrahydrofuran; H₂O / 30 h / Heating

3: pyridine / tetrahydrofuran / 18 h / 22 °C

4: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C

5: CH₂Cl₂ / 10 h / 23 °C

6: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C

7: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C

8: 1.) sodium hydride / dimethylformamide / 1.) 24 deg C, 10 min; 2.) 24 deg C, 16 h

9: 95 percent / tri-n-butyltin hydride / AIBN / benzene / 2.5 h / Heating

10: 1.) osmium tetraoxide 2.) aq. sodium bisulfite / 1.) pyridine, 0 - 23 deg C, 20 h; 2.) pyridine, 23 deg C

With pyridine; lead(IV) acetate; hydrogenchloride; N-Bromosuccinimide; osmium(VIII) oxide; sodium dithionite; sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; sodium hydrogensulfite; 2,2'-azobis(isobutyronitrile); tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00222a043

Reference yield:

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

: 115017-06-6
[6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone

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.) 24 deg C, 10 min; 2.) 24 deg C, 16 h

3: 95 percent / tri-n-butyltin hydride / AIBN / benzene / 2.5 h / Heating

4: 1.) osmium tetraoxide 2.) aq. sodium bisulfite / 1.) pyridine, 0 - 23 deg C, 20 h; 2.) pyridine, 23 deg C

With N-Bromosuccinimide; osmium(VIII) oxide; sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; sodium hydrogensulfite; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00222a043

Reference yield:

: 100-39-0
benzyl bromide

: 115017-06-6
[6-Benzenesulfonyl-4-benzyloxy-8-(1,2-dihydroxy-ethyl)-1-methyl-7,8-dihydro-6H-pyrrolo[3,2-e]indol-3-yl]-phenyl-methanone

Guidance literature:: Multi-step reaction with 10 steps

1: 94 percent / K₂CO₃ / n-Bu₄NI / acetone / 16 h / Heating

2: 90 percent / Na₂S₂O₄ / tetrahydrofuran; H₂O / 30 h / Heating

3: pyridine / tetrahydrofuran / 18 h / 22 °C

4: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C

5: CH₂Cl₂ / 10 h / 23 °C

6: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C

7: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C

8: 1.) sodium hydride / dimethylformamide / 1.) 24 deg C, 10 min; 2.) 24 deg C, 16 h

9: 95 percent / tri-n-butyltin hydride / AIBN / benzene / 2.5 h / Heating

10: 1.) osmium tetraoxide 2.) aq. sodium bisulfite / 1.) pyridine, 0 - 23 deg C, 20 h; 2.) pyridine, 23 deg C

With pyridine; lead(IV) acetate; hydrogenchloride; N-Bromosuccinimide; osmium(VIII) oxide; sodium dithionite; sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; sodium hydrogensulfite; 2,2'-azobis(isobutyronitrile); tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00222a043