Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide

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Chemical Name:Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide
CAS No.:171273-62-4
Molecular Formula:C₁₇H₁₇NO₅S₂
Molecular Weight:379.458
Hs Code.:

Synonyms:Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide

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Chemical Property of Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide

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Technology Process of Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide

There total 5 articles about Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide 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: 55.0%

: 286958-55-2
N-[[3-(1,3-dioxolan-2-yl)thien-2-yl]sulfonyl]-N-[(4-methoxyphenyl)methyl]-glycine ethyl ester

: 171273-62-4
Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide

Guidance literature:: With hydrogenchloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone;

Reference yield:

: [(3-formyl-thiophene-2-sulfonyl)-(4-methoxy-benzyl)-amino]-acetic acid ethyl ester

: 171273-62-4
Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethyl acetate; Heating;
DOI:10.1016/S0968-0896(00)00026-2

Reference yield:

: 13250-82-3
2-(thiophen-3-yl)-1,3-dioxolane

: 171273-62-4
Ethyl 2-(4-methoxyphenylmethyl)-2H-thieno[3,2-e]-1,2-thiazine-3-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.83 h / -70 °C

1.2: SO₂ / tetrahydrofuran; hexane / 1 h / 20 °C

1.3: N-chlorosuccinimide / CH₂Cl₂ / 18 h

2.1: 16.5 g / aq. NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

3.1: sodium hydride / dimethylformamide / 0.5 h / 0 - 5 °C

3.2: 98 percent / NaI / dimethylformamide / 18 h / 20 °C

4.1: p-toluenesulfonic acid / acetone / 20 °C

4.2: acetone / 20 °C

5.1: DBU / ethyl acetate / Heating

With n-butyllithium; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; 1.1: Metallation / 1.2: Substitution / 1.3: Chlorination / 2.1: Substitution / 3.1: deprotonation / 3.2: Alkylation / 4.1: Ring cleavage / 4.2: Hydrolysis / 5.1: Cyclization;
DOI:10.1016/S0968-0896(00)00026-2