ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate

Base Information

Chemical Name:ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate
CAS No.:1018450-17-3
Molecular Formula:C₁₉H₁₉ClNO₆PS
Molecular Weight:455.856
Hs Code.:

Synonyms:ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate

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Chemical Property of ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate

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Technology Process of ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate

There total 1 articles about ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate 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: 100.0%

: 589-57-1
diethyl phosphorylchloridite

: 1018450-17-3
ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate

Guidance literature:: ethyl 3-bromo-5-chloro-1-(phenylsulfonyl)-1H-indole-2-carboxylate; With n-butyllithium; In tetrahydrofuran; hexanes; at -100 - -90 ℃; for 0.166667h;

diethyl phosphorylchloridite; In tetrahydrofuran; hexanes; at -40 ℃; for 0.166667h;

With hydrogenchloride; water; In tetrahydrofuran; hexanes; at 20 ℃; for 0.5h; Product distribution / selectivity;

Reference yield: 90.0%

: 1018450-07-1
(E)-3-iodo-5-methyl-cinnamonitrile

: 1018450-17-3
ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate

: 1018450-60-6
C₂₉H₂₆ClN₂O₆PS

Guidance literature:: (E)-3-iodo-5-methyl-cinnamonitrile; ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate; With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 20 ℃; for 0.166667h;

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 80 ℃; for 2.08333h;

Reference yield:

: 1018450-17-3
ethyl 1-(benzenesulfonyl)-5-chloro-3-ethoxyphosphonoyl-indole-2-carboxylate

: 5-chloro-3-[[3-(cyanomethoxy)-5-methyl-phenyl]-methoxy-phosphoryl]-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: ammonia / methanol / 0 - 50 °C / Inert atmosphere

2: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 0.5 h / 100 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; triethylamine; In methanol; acetonitrile;
DOI:10.1021/acs.jmedchem.5b01430