tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate

Base Information

Chemical Name:tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate
CAS No.:127798-79-2
Molecular Formula:C₃₂H₄₀N₂O₈
Molecular Weight:580.678
Hs Code.:

tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-<benzyloxycarbonyl>dipyrrylmethane-5-carboxylate

Synonyms:tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate

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Chemical Property of tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate

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Technology Process of tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate

There total 8 articles about tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-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: 70.0%

: 102613-70-7
4-(2-Ethoxycarbonyl-ethyl)-3-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

: 127798-78-1
benzyl 2-hydroxymethyl-3-(β-methoxycarbonylethyl)-5-pyrrolecarboxylate

: 127798-79-2
tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 40 ℃; for 4h;
DOI:10.1016/S0040-4020(01)89134-1

Reference yield:

: 7126-57-0
ethyl 4-formylpyrrole-2-carboxylate

: 127798-79-2
tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / piperidine / pyridine / 1.) 90 deg C, 6 h; 2.) 130 deg C, 3 h

2: 98 percent / hydrogen / 10 percent Pd on charcoal / ethanol / 2 h / 2585.7 Torr

3: 98 percent / 10 percent sodium hydroxide / ethanol / 100 °C

4: 95 percent / triethylamine / dimethylformamide / 48 h / 20 °C

5: 78 percent / 5 percent sulfuric acid / methanol / 18 h / 20 °C

6: 1.) phosphorous oxychloride / 1.) 20 deg C, 1 h; 2.) 1,2-dichloroethane, 85 deg C, 4 h

7: 86 percent / sodium borohydride / methanol; CH₂Cl₂ / 0.33 h / 20 °C

8: 70 percent / p-toluenesulfonic acid / CH₂Cl₂ / 4 h / 40 °C

With piperidine; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; hydrogen; toluene-4-sulfonic acid; triethylamine; trichlorophosphate; palladium on activated charcoal; In pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89134-1

Reference yield:

: 91642-23-8
ethyl 2-ethoxycarbonyl-4-pyrroleacrylate

: 127798-79-2
tert-butyl-3-<β-(ethoxycarbonylethyl)>-3'-<β-(methoxycarbonylethyl)>-4-methyl-5'-dipyrrylmethane-5-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / hydrogen / 10 percent Pd on charcoal / ethanol / 2 h / 2585.7 Torr

2: 98 percent / 10 percent sodium hydroxide / ethanol / 100 °C

3: 95 percent / triethylamine / dimethylformamide / 48 h / 20 °C

4: 78 percent / 5 percent sulfuric acid / methanol / 18 h / 20 °C

5: 1.) phosphorous oxychloride / 1.) 20 deg C, 1 h; 2.) 1,2-dichloroethane, 85 deg C, 4 h

6: 86 percent / sodium borohydride / methanol; CH₂Cl₂ / 0.33 h / 20 °C

7: 70 percent / p-toluenesulfonic acid / CH₂Cl₂ / 4 h / 40 °C

With sodium hydroxide; sodium tetrahydroborate; sulfuric acid; hydrogen; toluene-4-sulfonic acid; triethylamine; trichlorophosphate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89134-1