dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate

Base Information

Chemical Name:dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate
CAS No.:164083-83-4
Molecular Formula:C₂₄H₃₁N₂O₅P
Molecular Weight:458.494
Hs Code.:

Synonyms:dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate

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Chemical Property of dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate

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Technology Process of dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate

There total 11 articles about dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate 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: 89.2%

: 177342-84-6
(3-bromopropyl)phosphonic acid dimethyl ester

: 164123-34-6
3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-5-hydroxyindole

: 164083-83-4
dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate

Guidance literature:: With potassium hydroxide; tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1021/jo9614452

Reference yield:

: 164084-29-1
3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-5-methoxyindole

: 164083-83-4
dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 98.2 percent / BBr₃ / CH₂Cl₂ / 3 h / 20 °C

2: 64.8 percent / NaH / dimethylformamide / 2 h / 20 °C

With boron tribromide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(00)00292-3

Reference yield:

: 30414-53-0
methyl propanoyl acetate

: 164083-83-4
dimethyl [3-[[3-(amidomethyl)-2-ethyl-1-(phenylmethyl)-indol-5-yl]oxy]propyl]phosphonate

Guidance literature:: Multi-step reaction with 8 steps

1: 95.7 percent / p-toluenesulfonic acid monohydrate / toluene / 3 h / Heating

2: 1.68 g / nitromethane / 48 h / 20 °C

3: 60.6 percent / tetrabutylammonium bromide; aq. NaOH / 0.5 h / Heating

4: 66.4 percent / LiAlH₄ / tetrahydrofuran / 17 h / 20 °C

5: 71.3 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 0 °C

6: 66.2 percent / KOH / 2-methyl-propan-2-ol / 1 h / Heating

7: 98.2 percent / BBr₃ / CH₂Cl₂ / 3 h / 20 °C

8: 64.8 percent / NaH / dimethylformamide / 2 h / 20 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; tetrabutylammomium bromide; boron tribromide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; nitromethane; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/S0968-0896(00)00292-3