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

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Chemical Name:(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:678154-64-8
Molecular Formula:C₃₇H₄₁N₃O₄S₂
Molecular Weight:655.882
Hs Code.:

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

There total 4 articles about (2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}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: 70.0%

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

: 678154-64-8
(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: With tin(ll) chloride; In ethyl acetate; Heating / reflux;

Reference yield:

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

: 678154-64-8
(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 5 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

5: SnCl₂*2H₂O / ethyl acetate / 3 h / Heating

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

Reference yield:

: 140647-02-5
(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

: 678154-64-8
(2S)-N-{4-[N-(1''-pyrenyl)-propane-3'-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: SnCl₂*2H₂O / ethyl acetate / 3 h / Heating

With lithium hydroxide; potassium carbonate; triethylamine; tin(ll) chloride; isobutyl chloroformate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2003.10.050