3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile

Base Information

Chemical Name:3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile
CAS No.:1374004-93-9
Molecular Formula:C₃₉H₃₄N₂O₅S
Molecular Weight:642.775
Hs Code.:

Synonyms:3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile

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Chemical Property of 3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile

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Technology Process of 3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile

There total 5 articles about 3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile 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%

: 7677-24-9
trimethylsilyl cyanide

: 1374004-92-8
2-(4-benzyloxy-3-methoxy-phenyl)-1-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-ethyl acetate

: 1374004-93-9
3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2012.03.026

Reference yield:

: 1374004-91-7
2-(4-benzyloxy-3-methoxy-phenyl)-1-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-ethanol

: 1374004-93-9
3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -20 °C / Inert atmosphere

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/j.tet.2012.03.026

Reference yield:

: 2426-87-1
3-methoxy-4-(phenylmethoxy)benzaldehyde

: 1374004-93-9
3-(4-benzyloxy-3-methoxy-phenyl)-2-[5-benzyloxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-propionitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; water / 1 h / Reflux

3.1: propionic acid; phenylboronic acid / toluene / 20 h / Reflux

3.2: 0.5 h / 0 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

5.1: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

6.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -20 °C / Inert atmosphere

With pyridine; hydrogenchloride; boron trifluoride diethyl etherate; potassium tert-butylate; potassium carbonate; propionic acid; phenylboronic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2012.03.026