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

Base Information

Chemical Name: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
CAS No.:287980-11-4
Molecular Formula:C₃₃H₃₈N₄O₁₄S₂
Molecular Weight:778.815
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 33 articles about 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 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: 89.0%

: 221903-32-8
N-((2S)-4-ethyl-2,3-dihydrofuran-2-ylmethyl)-2,4-dinitrobenzenesulfonamide

: 287980-10-3
3-(2-hydroxyethyl)-6-methanesulfonyloxy-2-(1-methoxycarbonylvinyl)indole-1-carboxylic acid tert-butyl ester

: 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

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; benzene; at 20 ℃; for 0.5h;

Reference yield:

: 7-mesyloxyquinoline

: 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

Guidance literature:: Multi-step reaction with 9 steps

1.1: Na₂CO₃ / tetrahydrofuran; H₂O / 0.25 h / 6 °C

1.2: 79.4 percent / NaBH₄ / methanol; H₂O; tetrahydrofuran / 0.33 h

2.1: 82 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

3.1: 65.6 g / NaH / tetrahydrofuran / 0.33 h / 20 °C

4.1: 79.6 percent / AIBN; Bu₃SnH / toluene / 0.17 h / 110 °C

5.1: 75.5 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 20 °C

6.1: H₂ / Pd/C / ethanol / 1.5 h / 20 °C

7.1: Me₂NH*HCl; AcONa; AcOH / ethanol / 3.5 h / 20 °C

8.1: 98.6 percent / CSA / methanol / 2 h / 20 °C

9.1: 79 percent / DEAD; Ph₃P / benzene / 1 h / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; hydrogen; tri-n-butyl-tin hydride; N,N-dimethylammonium chloride; sodium acetate; sodium hydride; sodium carbonate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; benzene; 7.1: decarboxylative Mannich reaction;
DOI:10.1021/ja0177049

Reference yield:

: 410071-83-9
methanesulfonic acid 4-[(Z)-3-hydroxypropenyl]-3-isothiocyanatophenyl ester

: 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

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

2: 65.6 g / NaH / tetrahydrofuran / 0.33 h / 20 °C

3: 79.6 percent / AIBN; Bu₃SnH / toluene / 0.17 h / 110 °C

4: 75.5 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 20 °C

5: H₂ / Pd/C / ethanol / 1.5 h / 20 °C

6: Me₂NH*HCl; AcONa; AcOH / ethanol / 3.5 h / 20 °C

7: 98.6 percent / CSA / methanol / 2 h / 20 °C

8: 79 percent / DEAD; Ph₃P / benzene / 1 h / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; hydrogen; tri-n-butyl-tin hydride; N,N-dimethylammonium chloride; sodium acetate; sodium hydride; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; benzene; 6: decarboxylative Mannich reaction;
DOI:10.1021/ja0177049