(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Name:(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:678154-62-6
Molecular Formula:C₃₇H₃₉N₃O₆S₂
Molecular Weight:685.865
Hs Code.:

Synonyms:(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Property of (2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Technology Process of (2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

There total 4 articles about (2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-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: 56.0%

: 1606-67-3
1-aminopyrene

: 219931-70-1
(2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal

: 678154-62-6
(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: (2S)-N-{5-methoxy-4-[3-(carboxy)propyloxy]-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal; With triethylamine; isobutyl chloroformate; In dichloromethane; at 0 - 5 ℃; for 0.25h;

1-aminopyrene; In dichloromethane; at 5 - 20 ℃;

Reference yield: 56.0%

: C₂₆H₃₈N₂O₉S₂

: 1606-67-3
1-aminopyrene

: 678154-62-6
(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: In dichloromethane; at 0 - 20 ℃;

Reference yield:

: 127810-77-9
(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal

: 678154-62-6
(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / EtSH; BF₃*OEt₂ / CH₂Cl₂ / 12 h / 20 °C

2: K₂CO₃ / dimethylformamide / 24 h / 20 °C

3: aq. LiOH / methanol; tetrahydrofuran / 12 h / 20 °C

4: isobutyl chloroformate; Et₃N / 12 h / 20 °C

With lithium hydroxide; boron trifluoride diethyl etherate; potassium carbonate; triethylamine; ethanethiol; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2003.10.050