methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate

Base Information

Chemical Name:methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate
CAS No.:647864-36-6
Molecular Formula:C₂₄H₂₇NO₇S
Molecular Weight:473.547
Hs Code.:

Synonyms:methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate

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Chemical Property of methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate

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Technology Process of methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate

There total 2 articles about methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate 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: 63.0%

: 104-87-0
4-methyl-benzaldehyde

: 155345-18-9
methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate

: 647864-36-6
methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate

Guidance literature:: methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - -60 ℃; for 0.583333h;

4-methyl-benzaldehyde; In tetrahydrofuran; hexane; at -50 ℃; for 1h;
DOI:10.1021/ol0357954

Reference yield: 63.0%

: 123-11-5
4-methoxy-benzaldehyde

: 155345-18-9
methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate

: 647864-36-6
methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate

Guidance literature:: methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -60 ℃; for 2h; Inert atmosphere;

4-methoxy-benzaldehyde; In tetrahydrofuran; at -40 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo100742e

Reference yield:

: 647864-36-6
methyl 2-[2-hydroxy-2-(4-methoxyphenyl)-1-tosylethyl]-N-methoxymethylpyrrolecarboxylate

: 647864-37-7
methyl N-methoxymethyl-2-(1-tosyl-2-tosyloxy-2-p-methoxyphenyl)ethenylpyrrole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / DDQ / chlorobenzene / 4.5 h / Heating

2: 98 percent / triethylamine / CH₂Cl₂ / 7.25 h / 20 °C

With triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; chlorobenzene;
DOI:10.1021/ol0357954