[5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl ester

Base Information

Chemical Name:[5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl ester
CAS No.:219547-62-3
Molecular Formula:C₃₄H₃₃N₃O₇S₂
Molecular Weight:659.784
Hs Code.:

[5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2<i>H</i>-thieno[2,3-<i>d</i>]pyrimidin-3-yl]-acetic acid ethyl ester

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Chemical Property of [5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl ester

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Technology Process of [5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl ester

There total 13 articles about [5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl 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: 90.0%

: 98-88-4
benzoyl chloride

: 219547-56-5
ethyl 5-aminomethyl-6-(4-methoxymethoxyphenyl)-1-(2-methylthiobenzyl)-2,4-dioxo-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

: 219547-62-3
[5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl ester

Guidance literature:: In dichloromethane;
DOI:10.1248/cpb.46.1724

Reference yield:

: 122-84-9
4-methoxybenzyl methyl ketone

: 219547-62-3
[5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: NH₄OAc, AcOH / benzene / 24 h / Heating

2: S, Et₂NH / ethanol / 2 h / 60 °C

3: 1.) pyridine, 2.) NaOEt / 1.) 45 deg C, 3 h, 2.) EtOH, RT, 1.5 h

4: 85 percent / AlCl₃, dimethyl disulfide / CH₂Cl₂ / 20 h / Ambient temperature

5: pyridine / 3 h / Ambient temperature

6: K₂CO₃ / dimethylformamide / 13 h / Ambient temperature

7: 78 percent / aq. K₂CO₃ / methanol; tetrahydrofuran / 0.67 h / Ambient temperature

8: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 3 h

9: 82 percent / NBS, 2,2'-azobis(isobutyronitrile) / CCl₄ / 2 h / Heating

10: 75 percent / dimethylformamide / 4 h / Ambient temperature

11: 84 percent / hydrazine monohydrate / ethanol / 16 h / 80 °C

12: 90 percent / CH₂Cl₂

With pyridine; N-Bromosuccinimide; aluminium trichloride; 2,2'-azobis(isobutyronitrile); Dimethyldisulphide; ammonium acetate; sodium ethanolate; sodium hydride; potassium carbonate; hydrazine hydrate; acetic acid; diethylamine; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1248/cpb.46.1724

Reference yield:

: 26190-68-1
1-chloromethyl-2-methylsulfanylbenzene

: 219547-62-3
[5-(benzoylamino-methyl)-6-(4-methoxymethoxy-phenyl)-1-(2-methylsulfanyl-benzyl)-2,4-dioxo-1,4-dihydro-2H-thieno[2,3-d]pyrimidin-3-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃ / dimethylformamide / 13 h / Ambient temperature

2: 78 percent / aq. K₂CO₃ / methanol; tetrahydrofuran / 0.67 h / Ambient temperature

3: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 3 h

4: 82 percent / NBS, 2,2'-azobis(isobutyronitrile) / CCl₄ / 2 h / Heating

5: 75 percent / dimethylformamide / 4 h / Ambient temperature

6: 84 percent / hydrazine monohydrate / ethanol / 16 h / 80 °C

7: 90 percent / CH₂Cl₂

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydride; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.1724