(E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate

Base Information

Chemical Name:(E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate
CAS No.:1275466-78-8
Molecular Formula:C₃₃H₃₁NO₆
Molecular Weight:537.612
Hs Code.:

Synonyms:(E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate

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Chemical Property of (E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate

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Technology Process of (E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate

There total 3 articles about (E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate 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: 73.0%

: 35356-70-8
Methyl 2-acetamidoacrylate

: 1275466-22-2
(E)-ethyl 6-(trityloxy)hex-2-en-4-ynoate

: 1275466-78-8
(E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate

Guidance literature:: With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; oxygen; copper(II) acetate monohydrate; In cyclohexanone; at 20 ℃; for 18h; regioselective reaction;
DOI:10.1002/anie.201006381

Reference yield:

: 31930-36-6,31930-37-7
ethyl (E)-3-iodopropenoate

: 1275466-78-8
(E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2: tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; oxygen; copper(II) acetate monohydrate / cyclohexanone / 18 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; oxygen; copper(II) acetate monohydrate; triethylamine; In cyclohexanone; N,N-dimethyl-formamide;
DOI:10.1002/anie.201006381

Reference yield:

: 31930-36-6
ethyl (Z)-3-iodopropenoate

: 1275466-78-8
(E)-methyl 1-acetyl-5-(3-ethoxy-3-oxoprop-1-enyl)-4-(trityloxymethyl)-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen iodide / water; benzene / 80 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

3: tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; oxygen; copper(II) acetate monohydrate / cyclohexanone / 18 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; hydrogen iodide; oxygen; copper(II) acetate monohydrate; triethylamine; In water; cyclohexanone; N,N-dimethyl-formamide; benzene;
DOI:10.1002/anie.201006381