(E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide

Base Information

Chemical Name:(E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide
CAS No.:865722-98-1
Molecular Formula:C₃₂H₃₆Br₄N₄O₇S
Molecular Weight:940.342
Hs Code.:

Synonyms:(E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide

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Chemical Property of (E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide

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Technology Process of (E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide

There total 13 articles about (E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide 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: 88.0%

: 865722-92-5
3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylic acid

: 3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propylamine dihydrochloride

: 865722-98-1
(E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide

Guidance literature:: With triethylamine; diethyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol0513286

Reference yield:

: 540-38-5
p-Iodophenol

: 865722-98-1
(E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / N-bromo-tert-butylamine / various solvent(s) / 0.75 h / 0 °C

2: 70 percent / Cs₂CO₃; NaI / acetonitrile / 6 h / 50 °C

3: 94 percent / PPh₃; DEAD / toluene / 0.33 h / 20 °C

4: 89 percent / Pd(OAc)2; Bu₄NBr; KOAc / 4 Angstroem molecular sieves / dimethylformamide / 8 h / 20 °C

5: 95 percent / KOH; H₂O / methanol / 12 h / 20 °C

6: 88 percent / DEPC; Et₃N / tetrahydrofuran / 2 h / 20 °C

With palladium diacetate; potassium hydroxide; N-bromo-2-methylpropan-2-amine; tetrabutylammomium bromide; water; potassium acetate; caesium carbonate; triethylamine; triphenylphosphine; diethyl dicarbonate; sodium iodide; diethylazodicarboxylate; 4 A molecular sieve; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; acetonitrile; 4: Heck reaction;
DOI:10.1021/ol0513286

Reference yield:

: 187407-15-4
2,6-dibromo-4-iodophenol

: 865722-98-1
(E)-N-{3-[2,6-dibromo-4-(2-dimethylaminoethyl)phenoxy]propyl}-3-{3,5-dibromo-4-[3-(N-methyl-2-nitrophenylsulfonamido)propoxy]phenyl}acrylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / Cs₂CO₃; NaI / acetonitrile / 6 h / 50 °C

2: 94 percent / PPh₃; DEAD / toluene / 0.33 h / 20 °C

3: 89 percent / Pd(OAc)2; Bu₄NBr; KOAc / 4 Angstroem molecular sieves / dimethylformamide / 8 h / 20 °C

4: 95 percent / KOH; H₂O / methanol / 12 h / 20 °C

5: 88 percent / DEPC; Et₃N / tetrahydrofuran / 2 h / 20 °C

With palladium diacetate; potassium hydroxide; tetrabutylammomium bromide; water; potassium acetate; caesium carbonate; triethylamine; triphenylphosphine; diethyl dicarbonate; sodium iodide; diethylazodicarboxylate; 4 A molecular sieve; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; acetonitrile; 3: Heck reaction;
DOI:10.1021/ol0513286