(2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal

Base Information

• Chemical Name: (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal
• CAS No.: 787558-53-6
• Molecular Formula: C₃₅H₃₇N₃O₈S₂
• Molecular Weight: 691.826
• Mol file: 787558-53-6.mol

Synonyms:(2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal

Chemical Property of (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal

There total 3 articles about (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal 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: 90.0%

(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal (140647-02-5) + N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-1-bromo-butanamide (787558-51-4) → (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal (787558-53-6)

Guidance literature:

With potassium carbonate; In acetonitrile; for 15h; Heating;

DOI:10.1016/j.bmc.2007.08.026

Reference yield:

(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal (127810-77-9) → (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal (787558-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / EtSH-BF₃OEt₂ / CH₂Cl₂ / 12 h / 20 °C

2: K₂CO₃ / acetone / 15 h / Heating

With boron trifluoride diethyl etherate; potassium carbonate; ethanethiol; In dichloromethane; acetone;

DOI:10.1016/j.bmcl.2004.07.036

Reference yield:

1-amino-9,10-anthracenedione (82-45-1) → (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal (787558-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / pyridine / toluene / 60 °C

2: K₂CO₃ / acetone / 15 h / Heating

With pyridine; potassium carbonate; In acetone; toluene;

DOI:10.1016/j.bmcl.2004.07.036

upstream raw materials:

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

N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-1-bromo-butanamide

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

1-amino-9,10-anthracenedione

Downstream raw materials:

(2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal