2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide

Base Information

Chemical Name:2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide
CAS No.:875271-92-4
Molecular Formula:C₃₆H₃₇N₃O₅S
Molecular Weight:623.773
Hs Code.:

Synonyms:2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide

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Chemical Property of 2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide

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Technology Process of 2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide

There total 12 articles about 2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide 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: 92.0%

: 875272-00-7
(4-{2-phenyl-6-[5-phenyl-4-(trityloxycarbamoyl-methyl)-thiophene-2-carbonyl]-indol-1-yl}-butyl)-carbamic acid tert-butyl ester

: 875271-92-4
2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide

Guidance literature:: With acetic acid; In 2,2,2-trifluoroethanol; at 20 ℃; for 48h;
DOI:10.1016/j.bmc.2005.08.018

Reference yield:

: 875271-79-7
(2-phenylthiophen-3-yl)acetic acid methyl ester

: 875271-92-4
2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 74 percent / AlCl₃ / CH₂Cl₂ / 20 °C

2: 96 percent / stannous chloride dihydrate / ethyl acetate / 0.5 h / Heating

3: 98 percent / Et₂NH; CuI / Pd(PPh₃)4 / 4 h / 20 °C

4: 61 percent / PdCl₂(PhCN)2 / dimethylformamide / 0.5 h / 80 °C

5: 33 percent Turnov_. / CsF on Celite / acetonitrile / 48 h / Heating

6: 75 percent / NaOH / methanol / 2.5 h / Heating

7: 57 percent / HATU; N-hydroxybenzotriazole; ethyldiisopropylamine / CH₂Cl₂ / 0.5 h / 20 °C

8: 92 percent / AcOH / 2,2,2-trifluoro-ethanol / 48 h / 20 °C

With sodium hydroxide; copper(l) iodide; aluminium trichloride; benzotriazol-1-ol; acetic acid; diethylamine; N-ethyl-N,N-diisopropylamine; cesium fluoride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tin(ll) chloride; bis(benzonitrile)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1: Friedel-Crafts reaction;
DOI:10.1016/j.bmc.2005.08.018

Reference yield:

: 875271-86-6
(2-phenylthiophen-3-yl)acetic acid ethyl ester

: 875271-92-4
2-{5-[1-(4-N-Boc-aminobutyl)-2-phenyl-1H-indol-6-carbonyl]-2-phenylthiophen-3-yl}-N-hydroxyacetamide

Guidance literature:: Multi-step reaction with 10 steps

1: KOH / methanol / 3 h / Heating

2: 3.3 g / HCl / 5 h / Heating

3: 74 percent / AlCl₃ / CH₂Cl₂ / 20 °C

4: 96 percent / stannous chloride dihydrate / ethyl acetate / 0.5 h / Heating

5: 98 percent / Et₂NH; CuI / Pd(PPh₃)4 / 4 h / 20 °C

6: 61 percent / PdCl₂(PhCN)2 / dimethylformamide / 0.5 h / 80 °C

7: 33 percent Turnov_. / CsF on Celite / acetonitrile / 48 h / Heating

8: 75 percent / NaOH / methanol / 2.5 h / Heating

9: 57 percent / HATU; N-hydroxybenzotriazole; ethyldiisopropylamine / CH₂Cl₂ / 0.5 h / 20 °C

10: 92 percent / AcOH / 2,2,2-trifluoro-ethanol / 48 h / 20 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; copper(l) iodide; aluminium trichloride; benzotriazol-1-ol; acetic acid; diethylamine; N-ethyl-N,N-diisopropylamine; cesium fluoride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tin(ll) chloride; bis(benzonitrile)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 3: Friedel-Crafts reaction;
DOI:10.1016/j.bmc.2005.08.018