diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

Base Information

Chemical Name:diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate
CAS No.:670247-24-2
Molecular Formula:C₂₈H₃₁F₃N₂O₅
Molecular Weight:532.56
Hs Code.:

Synonyms:diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

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Chemical Property of diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

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Technology Process of diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

There total 9 articles about diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate 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%

: 670247-23-1
diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-5,11-dihydro-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

: 670247-24-2
diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; at 20 ℃; for 3h;
DOI:10.1021/ja030542r

Reference yield:

: 938-75-0
3,4-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

: 670247-24-2
diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / BF₃*OEt₂ / CH₂Cl₂ / 12 h / 20 °C

2: 73 percent / DDQ / benzene / 3 h / 20 °C

With boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; benzene;
DOI:10.1021/ja030542r

Reference yield:

: 34824-58-3
2-(2-bromophenyl)-1,3-dioxolan

: 670247-24-2
diethyl (S)-5-{2-[(2,2,2-trifluoro-1-methoxyethyl)phenyl]}-2,3,7,8-tetramethyl-10H-dipyrrin-1,9-dicarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -70 °C

1.2: 76 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 97 percent / NaBH₄ / methanol / 1 h / 20 °C

3.1: 2.2 g / pyridine / 20 °C

4.1: 95 percent / aq. NaOH / methanol / 2 h / Heating

5.1: 90 percent / silver oxide / 3 h / Heating

6.1: 96 percent / aq. HCl / tetrahydrofuran / 20 °C

7.1: 90 percent / BF₃*OEt₂ / CH₂Cl₂ / 12 h / 20 °C

8.1: 73 percent / DDQ / benzene / 3 h / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; silver(l) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene;
DOI:10.1021/ja030542r