methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate

Base Information

Chemical Name:methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate
CAS No.:346669-61-2
Molecular Formula:C₂₄H₂₆N₂O₈S
Molecular Weight:502.545
Hs Code.:

Synonyms:methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate

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Chemical Property of methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate

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Technology Process of methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate

There total 8 articles about methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate 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%

: 346669-60-1
5-[1-hydroxy-2-[4-(methoxycarbonyl)-1-(methoxymethyl)-1H-pyrrol-2-yl]-2-[(4-methylphenyl)sulfonyl]ethyl]-1-methyl-1H-pyrrole-3-carboxylic acid methyl ester

: 5-[1-hydroxy-2-[4-(methoxycarbonyl)-1-(methoxymethyl)-1H-pyrrol-2-yl]-2-[(4-methylphenyl)sulfonyl]ethenyl]-1-methyl-1H-pyrrole-3-carboxylic acid methyl ester

: 346669-61-2
methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chlorobenzene; at 80 ℃; for 7.5h;
DOI:10.1021/ol0357954

Reference yield:

: 346669-60-1
5-[1-hydroxy-2-[4-(methoxycarbonyl)-1-(methoxymethyl)-1H-pyrrol-2-yl]-2-[(4-methylphenyl)sulfonyl]ethyl]-1-methyl-1H-pyrrole-3-carboxylic acid methyl ester

: 346669-61-2
methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 13.5h; Heating;
DOI:10.1021/ja005704n

Reference yield:

: 5910-05-4
methyl 2-formyl-4-pyrrolcarboxylate

: 346669-61-2
methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / KOt-Bu / dimethylformamide

2.1: 98 percent / NaBH₄ / methanol / 1.5 h / 0 °C

3.1: 95 percent / HCO₂H / 23 h / 20 °C

4.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 2 h / -60 °C

4.2: 82 percent / tetrahydrofuran; hexane / 3 h / -40 °C

5.1: DDQ / benzene / 13.5 h / Heating

With sodium tetrahydroborate; n-butyllithium; formic acid; potassium tert-butylate; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja005704n