(2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Name:(2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal
CAS No.:745014-27-1
Molecular Formula:C₃₃H₃₆N₄O₆S₂
Molecular Weight:648.804
Hs Code.:

Synonyms:(2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Chemical Property of (2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

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Technology Process of (2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

There total 9 articles about (2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}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:

: 31327-97-6
acridine-4-carboxylic acid

: 175733-04-7
(2S)-N-[4-(2-aminoethoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal

: 745014-27-1
(2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/j.bmcl.2004.04.087

Reference yield:

: 24782-64-7
9-Oxoacridan-4-carboxylic acid

: 745014-27-1
(2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 3 steps

1: aluminium mercury amalgam; aq. KOH / ethanol / Heating

2: FeCl₃ / ethanol

3: EDCI; HOBt / dimethylformamide / 24 h / 20 °C

With potassium hydroxide; aluminium amalgam; iron(III) chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.04.087

Reference yield:

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

: 745014-27-1
(2S)-N-{4-[2'-(4-acridinylcarboxamido)-ethyl]-oxy-5-methoxy-2-nitrobenzo-yl}pyrrolidine-2-carboxaldehyde diethyl thioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / BF₃*OEt₂; EtSH / CH₂Cl₂ / 12 h / 20 °C

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

3: TFA / CH₂Cl₂ / 8 h / 20 °C

4: EDCI; HOBt / dimethylformamide / 24 h / 20 °C

With boron trifluoride diethyl etherate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; ethanethiol; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.04.087