methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

Base Information

Chemical Name:methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate
CAS No.:918630-42-9
Molecular Formula:C₂₄H₃₂BrNO₅SSi
Molecular Weight:554.577
Hs Code.:

Synonyms:methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

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Chemical Property of methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

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Technology Process of methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

There total 6 articles about methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate 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: 96.0%

: 681248-34-0
methyl 2-({[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 918630-42-9
methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

Guidance literature:: methyl 2-({[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate; With sodium hydride; In tetrahydrofuran;

(2-trimethylethylsilylethoxy)methyl chloride; In tetrahydrofuran; for 1.75h;
DOI:10.1021/jm0601001

Reference yield:

: 947-65-9
methyl 2-hydroxy-1-naphthoate

: 918630-42-9
methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / H₂ / Pd/C / methanol; H₂O / 2.5 h / 60 °C / 77572.2 Torr

2.1: pyridine / CH₂Cl₂ / -20 - 20 °C

3.1: 54.06 g / Cs₂CO₃; Pd(OAc)2; 4,5-bis-diphenylphosphanyl-9,9-dimethyl-9H-xanthene / dioxane / 4 h / 100 °C

4.1: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

5.1: pyridine / 20 °C

6.1: NaH / tetrahydrofuran

6.2: 96 percent / tetrahydrofuran / 1.75 h

With pyridine; hydrogenchloride; palladium diacetate; hydrogen; sodium hydride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; 3.1: Buchwald reaction;
DOI:10.1021/jm0601001

Reference yield:

: 846540-87-2
2-trifluoromethanesulfonyloxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester

: 918630-42-9
methyl 2-(N-(2-trimethylsilylethoxymethyl)-{[2-bromophenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 54.06 g / Cs₂CO₃; Pd(OAc)2; 4,5-bis-diphenylphosphanyl-9,9-dimethyl-9H-xanthene / dioxane / 4 h / 100 °C

2.1: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

3.1: pyridine / 20 °C

4.1: NaH / tetrahydrofuran

4.2: 96 percent / tetrahydrofuran / 1.75 h

With hydrogenchloride; palladium diacetate; sodium hydride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; pyridine; 1.1: Buchwald reaction;
DOI:10.1021/jm0601001