(+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

Base Information

Chemical Name:(+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate
CAS No.:904916-37-6
Molecular Formula:C₃₄H₂₈ClN₃O₆S₂
Molecular Weight:674.198
Hs Code.:

Synonyms:(+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

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Chemical Property of (+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

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Technology Process of (+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

There total 11 articles about (+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}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:

: 4-(2-Amino-1-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-ethylsulfanylmethyl)-benzoic acid methyl ester

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 904916-37-6
(+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

Guidance literature:: With triethylamine; In 1,2-dichloro-ethane; at 5 ℃; for 12h;
DOI:10.1248/cpb.54.603

Reference yield:

: 203940-17-4
methyl 3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoate

: 904916-37-6
(+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

Guidance literature:: Multi-step reaction with 9 steps

1: aq. NaOH / tetrahydrofuran; methanol / 3 h / 40 °C

2: 93 percent / K₂CO₃*1.5H₂O; diphenylphosphoryl azide / dimethylformamide / 20 h / 20 °C

3: 98 percent / aq. HCl / ethanol / 6 h / Heating

4: 55 percent / sodium borohydride; potassium carbonate / ethanol / 1 h / 20 °C

5: 18.8 g / toluene / 3 h / 160 °C / 3 Torr

6: 19.0 g / pyridine / 1,2-dichloro-ethane / 12 h / 20 °C

7: 1.54 g / cesium carbonate / dimethylsulfoxide / 1 h / 20 °C

8: methylhydrazine / ethanol; dioxane / 7 h / Heating

9: triethylamine / 1,2-dichloro-ethane / 12 h / 5 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; diphenylphosphoranyl azide; potassium carbonate; caesium carbonate; triethylamine; methylhydrazine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.54.603

Reference yield:

: 203940-21-0
(+/-)-2-amino-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethanol

: 904916-37-6
(+/-)-methyl 4-{[(2-{4-nitrophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 18.8 g / toluene / 3 h / 160 °C / 3 Torr

2: 19.0 g / pyridine / 1,2-dichloro-ethane / 12 h / 20 °C

3: 1.54 g / cesium carbonate / dimethylsulfoxide / 1 h / 20 °C

4: methylhydrazine / ethanol; dioxane / 7 h / Heating

5: triethylamine / 1,2-dichloro-ethane / 12 h / 5 °C

With pyridine; caesium carbonate; triethylamine; methylhydrazine; In 1,4-dioxane; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene;
DOI:10.1248/cpb.54.603