2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester

Base Information

Chemical Name:2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester
CAS No.:221903-34-0
Molecular Formula:C₂₇H₃₀N₄O₁₀S
Molecular Weight:602.622
Hs Code.:

2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1<i>H</i>-indol-2-yl)-acrylic acid methyl ester

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Chemical Property of 2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester

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Technology Process of 2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester

There total 21 articles about 2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester 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:

: 10113-39-0
N-formyl-2-iodoaniline

: 221903-34-0
2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Pd(PPh₃)2Cl₂, CuI, Et₂NH / 1 h / Ambient temperature

2: pyridine / 0.5 h / Ambient temperature

3: 93 percent / H₂ / Lindlar catalyst / methanol / 5 h / Ambient temperature

4: 93 percent / POCl₃, pyridine / CH₂Cl₂ / 0.67 h

5: 1.) n-Bu₃SnH, AIBN, NIS; 2.) Et₃N, DMAP / 1.) MeCN, 80 deg C then RT, 20 min; 2.) MeCN, RT, 1 h

6: 62 percent / BnPd(PPh₃)2Cl, Ph₃As, CuI / hexamethylphosphoric acid triamide; dimethylformamide / 3.5 h / 85 °C

7: 90 percent / Na₂CO₃ / H₂O; methanol / 2 h / Ambient temperature

8: 95 percent / diethyl azodicarboxylate, PPh₃ / toluene; benzene / 0.5 h / Ambient temperature

9: TFA / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); 2,2'-azobis(isobutyronitrile); triphenyl-arsane; hydrogen; tri-n-butyl-tin hydride; sodium carbonate; diethylamine; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; trichlorophosphate; Lindlar's catalyst; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(98)02667-7

Reference yield:

: 3RS,5S-3-Ethyl-5-hydroxymethyl-4,5-dihydro-2(3H)-furanon

: 221903-34-0
2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: imidazole / dimethylformamide / 0.5 h / Ambient temperature

2: DIBAL / diethyl ether; hexane / 0.17 h / -78 °C

3: CSA, quinoline / benzene / 2.5 h / Heating

4: n-Bu₄NF / tetrahydrofuran / 0.5 h / 0 °C

5: pyridine / 0.25 h / Ambient temperature

6: NaN₃ / dimethylformamide / 3 h / 100 °C

7: H₂ / Lindlar catalyst / ethanol / 3 h / Ambient temperature

8: pyridine / CH₂Cl₂ / 1 h / Ambient temperature

9: 95 percent / diethyl azodicarboxylate, PPh₃ / toluene; benzene / 0.5 h / Ambient temperature

10: TFA / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; 1H-imidazole; quinoline; sodium azide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(98)02667-7

Reference yield:

: 221903-31-7
((S)-4-Ethyl-2,3-dihydro-furan-2-yl)-methanol

: 221903-34-0
2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-1H-indol-2-yl)-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 0.25 h / Ambient temperature

2: NaN₃ / dimethylformamide / 3 h / 100 °C

3: H₂ / Lindlar catalyst / ethanol / 3 h / Ambient temperature

4: pyridine / CH₂Cl₂ / 1 h / Ambient temperature

5: 95 percent / diethyl azodicarboxylate, PPh₃ / toluene; benzene / 0.5 h / Ambient temperature

6: TFA / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; sodium azide; hydrogen; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; Lindlar's catalyst; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(98)02667-7