benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate

Base Information

Chemical Name:benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate
CAS No.:104834-56-2
Molecular Formula:C₁₈H₂₁NO₄
Molecular Weight:316.358
Hs Code.:

Synonyms:benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate

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Chemical Property of benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate

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Technology Process of benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate

There total 6 articles about benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-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: 51.0%

: 3228-27-1,89277-65-6
[13C]-formaldehyde

: 89909-44-4
benzyl 4-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate

: 104834-56-2
benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate

Guidance literature:: With Celite; hydrogen iodide; hypophosphorous acid; In acetic acid; at 25 ℃; for 24.5h;
DOI:10.1021/jo00374a031

Reference yield:

: 5396-89-4
benzyl acetoacetate

: 104834-56-2
benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium nitrite, glacial acetic acid / H₂O / 1 h / 5 °C

2: zinc, sodium acetate, acetic acid / H₂O / 2 h / 78 °C

3: 62 percent / trifluoroacetic acid / 0.08 h / 0 °C

4: 85 percent / pyridine, piperidine, acetic acid / toluene / 2 h

5: 67 percent / H₂, triethylamine / Adams cat. / tetrahydrofuran / 760 Torr / Ambient temperature

6: 51 percent / hydriodic acid, hypophosphorus acid, celite / acetic acid / 24.5 h / 25 °C

With piperidine; pyridine; Celite; hydrogen iodide; hydrogen; sodium acetate; hypophosphorous acid; acetic acid; triethylamine; trifluoroacetic acid; zinc; sodium nitrite; platinum(IV) oxide; In tetrahydrofuran; water; acetic acid; toluene;
DOI:10.1021/jo00374a031

Reference yield:

: 27331-98-2
benzyl (Z/E)-2-hydroxyimino-3-oxobutanoate

: 104834-56-2
benzyl 4-<2-(methoxycarbonyl)ethyl>-3,5-<3-13C>dimethylpyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: zinc, sodium acetate, acetic acid / H₂O / 2 h / 78 °C

2: 62 percent / trifluoroacetic acid / 0.08 h / 0 °C

3: 85 percent / pyridine, piperidine, acetic acid / toluene / 2 h

4: 67 percent / H₂, triethylamine / Adams cat. / tetrahydrofuran / 760 Torr / Ambient temperature

5: 51 percent / hydriodic acid, hypophosphorus acid, celite / acetic acid / 24.5 h / 25 °C

With piperidine; pyridine; Celite; hydrogen iodide; hydrogen; sodium acetate; hypophosphorous acid; acetic acid; triethylamine; trifluoroacetic acid; zinc; platinum(IV) oxide; In tetrahydrofuran; water; acetic acid; toluene;
DOI:10.1021/jo00374a031