(2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

Base Information

Chemical Name:(2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:745014-30-6
Molecular Formula:C₂₀H₃₁N₃O₅S₂
Molecular Weight:457.615
Hs Code.:

Synonyms:(2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Property of (2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Technology Process of (2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

There total 7 articles about (2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]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:

: 745014-29-3
(2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

: 745014-30-6
(2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1016/j.bmcl.2004.04.087

Reference yield:

: 61032-41-5
methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate

: 745014-30-6
(2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / EtSH; BF₃*Et₂O / CH₂Cl₂ / 20 °C

2: 88 percent / K₂CO₃ / dimethylformamide / 20 °C

3: 87 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O; methanol / 20 °C

4: 65 percent / EDCI; HOBt / CH₂Cl₂; H₂O / 20 °C

5: trifluoroacetic acid / CH₂Cl₂ / 0 °C

With lithium hydroxide; boron trifluoride diethyl etherate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; ethanethiol; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.06.013

Reference yield:

: 27883-60-9
4-hydroxy-5-methoxy-2-nitrobenzoic acid methyl ester

: 745014-30-6
(2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / K₂CO₃ / dimethylformamide / 20 °C

2: 87 percent / lithium hydroxide monohydrate / tetrahydrofuran; H₂O; methanol / 20 °C

3: 65 percent / EDCI; HOBt / CH₂Cl₂; H₂O / 20 °C

4: trifluoroacetic acid / CH₂Cl₂ / 0 °C

With lithium hydroxide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.06.013