methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate

Base Information

Chemical Name:methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate
CAS No.:934284-80-7
Molecular Formula:C₃₉H₃₅ClN₂O₅S
Molecular Weight:679.236
Hs Code.:

Synonyms:methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate

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Chemical Property of methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate

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Technology Process of methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate

There total 7 articles about methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate 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: 61.0%

: 934284-72-7
methyl 4-{2-[2-(aminomethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]ethoxy}benzoate

: 1939-99-7
benzenesulfonyl chloride

: 934284-80-7
methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; for 1.5h;
DOI:10.1021/jm061131z

Reference yield:

: 479422-24-7
methyl 4-[2-[5-chloro-(1-diphenylmethyl)-2-methyl-1H-indol-3-yl]ethoxy]benzoate

: 934284-80-7
methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: NBS; benzoyl peroxide / CCl₄ / 2.5 h / Heating

2: 0.750 g / Ag₂CO₃; H₂O / acetone

3: 73 percent / NaBH₄ / tetrahydrofuran; methanol / 4 h / 0 - 20 °C

4: Et₃N / CH₂Cl₂ / 3.5 h

5: 3.95 g / NaN₃ / dimethylformamide / 80 °C

6: 87 percent / PPh₃; H₂O / tetrahydrofuran / 60 °C

7: 61 percent / aq. NaHCO₃ / CH₂Cl₂ / 1.5 h

With sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; water; sodium hydrogencarbonate; triethylamine; triphenylphosphine; silver carbonate; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetone; 7: Schotten-Baumann reaction;
DOI:10.1021/jm061131z

Reference yield:

: 934284-70-5
methyl 4-{2-[2-(azidomethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

: 934284-80-7
methyl 4-[2-(1-benzhydryl-2-{[(benzylsulfonyl)amino]methyl}-5-chloro-1H-indol-3-yl)ethoxy]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / PPh₃; H₂O / tetrahydrofuran / 60 °C

2: 61 percent / aq. NaHCO₃ / CH₂Cl₂ / 1.5 h

With water; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Schotten-Baumann reaction;
DOI:10.1021/jm061131z