(2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

Base Information

Chemical Name:(2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:171002-54-3
Molecular Formula:C₂₀H₂₈N₂O₅S₂
Molecular Weight:440.585
Hs Code.:

Synonyms:(2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Property of (2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Technology Process of (2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

There total 5 articles about (2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal 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: 99.0%

: 22281-12-5
5-methoxy-2-nitro-4-(2-propenoxy)benzoic acid

: 105089-88-1
(2S)-2-[di(ethylsulfanyl)methyl]tetrahydro-1H-pyrrole

: 171002-54-3
(2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jm981124d

Reference yield:

: 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester

: 171002-54-3
(2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 2 h / 20 °C

1.2: 92 percent / dimethylformamide / 18 h / 20 °C

2.1: 93 percent / HNO₃ / 18 h / 20 °C

3.1: 95 percent / aq. NaOH / tetrahydrofuran / 24 h / 20 °C

4.1: 99 percent / 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; nitric acid; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Nitration / 3.1: Hydrolysis / 4.1: amination;
DOI:10.1021/jm981124d

Reference yield:

: 121-34-6
3-methoxy-4-hydroxybenzoic acid

: 171002-54-3
(2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 93 percent / H₂SO₄ / 16 h / Heating

2.1: NaH / dimethylformamide / 2 h / 20 °C

2.2: 92 percent / dimethylformamide / 18 h / 20 °C

3.1: 93 percent / HNO₃ / 18 h / 20 °C

4.1: 95 percent / aq. NaOH / tetrahydrofuran / 24 h / 20 °C

5.1: 99 percent / 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; sulfuric acid; nitric acid; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Methylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Nitration / 4.1: Hydrolysis / 5.1: amination;
DOI:10.1021/jm981124d