diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate

Base Information

Chemical Name:diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate
CAS No.:1269632-15-6
Molecular Formula:C₂₄H₂₈NO₇PS
Molecular Weight:505.529
Hs Code.:

Synonyms:diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate

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Chemical Property of diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate

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Technology Process of diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate

There total 7 articles about diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate 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: 91.0%

: 1269632-14-5
methyl 3-[2-bromomethyl-1-(phenylsulfonyl)indol-3-yl]but-2-enoate

: 122-52-1
triethyl phosphite

: 1269632-15-6
diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate

Guidance literature:: at 140 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201500939

Reference yield:

: 95-20-5
2-methyl-1H-indole

: 1269632-15-6
diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: iron(III) chloride / 1,2-dichloro-ethane / 3 h / Inert atmosphere

2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water; toluene / 2 h / 20 °C / Inert atmosphere

3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / Reflux; Inert atmosphere

4: 2 h / Reflux; Inert atmosphere

With iron(III) chloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In tetrachloromethane; water; 1,2-dichloro-ethane; toluene; 4: Michaelis-Arbuzov reaction;
DOI:10.1021/ol200094b

Reference yield:

: 1158722-63-4
(E)-methyl 3-(2-methyl-1-(phenylsulfonyl)-1H-indol-3-yl)but-2-enoate

: 1269632-15-6
diethyl {3-[1-(methoxycarbonyl)prop-1-en-2-yl]-1-(phenylsulfonyl)-indol-2-yl}methylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / Reflux; Inert atmosphere

2: 2 h / Reflux; Inert atmosphere

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; 2: Michaelis-Arbuzov reaction;
DOI:10.1021/ol200094b