2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-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}-6-methanesulfonyloxy-1H-indol-2-yl)-acrylic acid methyl ester
CAS No.:502423-37-2
Molecular Formula:C₂₈H₃₂N₄O₁₃S₂
Molecular Weight:696.713
Hs Code.:

2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-1<i>H</i>-indol-2-yl)-acrylic acid methyl ester

Synonyms:2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-1H-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}-6-methanesulfonyloxy-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}-6-methanesulfonyloxy-1H-indol-2-yl)-acrylic acid methyl ester

There total 17 articles about 2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-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:

: 287980-11-4
1-[tert-butoxycarbonyl]-3-[2-[[(2,4-dinitrophenyl)sulfonyl][[(2S)-4-ethyl-2,3-dihydro-2-furanyl]methyl]amino]ethyl]-α-methylene-6-[(methanesulfonyl)oxy]-1H-indole-2-acetic acid methyl ester

: 502423-37-2
2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-1H-indol-2-yl)-acrylic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.25h;

Reference yield:

: 20455-07-6
p-nitrophenyl methanesulfonate

: 502423-37-2
2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-1H-indol-2-yl)-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 17 steps

1.1: H₂ / 10 percent Pd/C / methanol / 1 h / 20 °C

2.1: 0.33 h / 70 °C

3.1: HNO₃ / 0.5 h / 0 °C

4.1: HCl / methanol / 2 h / 70 °C

5.1: NaNO₂; aq. HCl / ethyl acetate / -15 °C

5.2: KI / ethyl acetate / 0.25 h / -15 °C

6.1: 83 percent / BnEt₃NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C

7.1: NaBH₄ / methanol / 0.5 h / -15 °C

8.1: pyridine / 0.25 h / 20 °C

9.1: Zn; AcOH / CH₂Cl₂ / 0.5 h / 20 °C

10.1: Ac₂O / CH₂Cl₂ / 0.5 h / 0 °C

11.1: 89 percent / POCl₃; pyridine / CH₂Cl₂ / 0.67 h / 0 °C

12.1: n-Bu₃SnH; AIBN / acetonitrile / 0.5 h / 80 °C

12.2: I₂ / acetonitrile / 0.33 h / 20 °C

13.1: Et₃N; DMAP / acetonitrile / 1 h / 20 °C

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

15.1: Na₂CO₃; H₂O / methanol / 2 h / 20 °C

16.1: 89 percent / diethyl azodicarboxylate; PPh₃ / benzene; toluene / 0.5 h / 20 °C

17.1: TFA / CH₂Cl₂ / 0.25 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; copper(l) iodide; 2,2'-azobis(isobutyronitrile); triphenyl-arsane; N-benzyl-N,N,N-triethylammonium chloride; water; hydrogen; nitric acid; tri-n-butyl-tin hydride; acetic anhydride; sodium carbonate; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc; sodium nitrite; diethylazodicarboxylate; trichlorophosphate; palladium diacetate; palladium on activated charcoal; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 1.1: Catalytic hydrogenation / 2.1: Acetylation / 3.1: Nitration / 4.1: Deacetylation / 5.1: Diazotization / 5.2: Iodination / 6.1: phosphine-free Heck reaction / 7.1: Reduction / 8.1: Acetylation / 9.1: Reduction / 10.1: Formylation / 11.1: Dehydration / 12.1: Cyclization / 12.2: Iodination / 13.1: Acylation / 14.1: Alkylation / 15.1: Hydrolysis / 16.1: Alkylation / 17.1: deacylation; hydration;

Reference yield:

: 24690-19-5
methanesulfonic acid 4-aminophenyl ester

: 502423-37-2
2-(3-{2-[(2,4-dinitro-benzenesulfonyl)-(4-ethyl-5-hydroxy-tetrahydro-furan-2-ylmethyl)-amino]-ethyl}-6-methanesulfonyloxy-1H-indol-2-yl)-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1.1: 0.33 h / 70 °C

2.1: HNO₃ / 0.5 h / 0 °C

3.1: HCl / methanol / 2 h / 70 °C

4.1: NaNO₂; aq. HCl / ethyl acetate / -15 °C

4.2: KI / ethyl acetate / 0.25 h / -15 °C

5.1: 83 percent / BnEt₃NCl / Pd(OAc)2 / dimethylformamide / 2 h / 50 °C

6.1: NaBH₄ / methanol / 0.5 h / -15 °C

7.1: pyridine / 0.25 h / 20 °C

8.1: Zn; AcOH / CH₂Cl₂ / 0.5 h / 20 °C

9.1: Ac₂O / CH₂Cl₂ / 0.5 h / 0 °C

10.1: 89 percent / POCl₃; pyridine / CH₂Cl₂ / 0.67 h / 0 °C

11.1: n-Bu₃SnH; AIBN / acetonitrile / 0.5 h / 80 °C

11.2: I₂ / acetonitrile / 0.33 h / 20 °C

12.1: Et₃N; DMAP / acetonitrile / 1 h / 20 °C

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

14.1: Na₂CO₃; H₂O / methanol / 2 h / 20 °C

15.1: 89 percent / diethyl azodicarboxylate; PPh₃ / benzene; toluene / 0.5 h / 20 °C

16.1: TFA / CH₂Cl₂ / 0.25 h / 20 °C

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; copper(l) iodide; 2,2'-azobis(isobutyronitrile); triphenyl-arsane; N-benzyl-N,N,N-triethylammonium chloride; water; nitric acid; tri-n-butyl-tin hydride; acetic anhydride; sodium carbonate; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc; sodium nitrite; diethylazodicarboxylate; trichlorophosphate; palladium diacetate; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 1.1: Acetylation / 2.1: Nitration / 3.1: Deacetylation / 4.1: Diazotization / 4.2: Iodination / 5.1: phosphine-free Heck reaction / 6.1: Reduction / 7.1: Acetylation / 8.1: Reduction / 9.1: Formylation / 10.1: Dehydration / 11.1: Cyclization / 11.2: Iodination / 12.1: Acylation / 13.1: Alkylation / 14.1: Hydrolysis / 15.1: Alkylation / 16.1: deacylation; hydration;