1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

Base Information

Chemical Name:1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]
CAS No.:717920-76-8
Molecular Formula:C₃₇H₅₄F₂N₄O₆S₄
Molecular Weight:817.12
Hs Code.:

Synonyms:1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

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Chemical Property of 1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

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Technology Process of 1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

There total 5 articles about 1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal] 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:

: 717920-73-5
1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-nitro-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

: 717920-76-8
1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

Guidance literature:: With tin(ll) chloride; In methanol; for 2h; Heating;
DOI:10.1016/j.bmcl.2004.02.063

Reference yield:

: 382137-65-7
methyl-(2S,4R)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]-4-hydroxypyrrolidine-2-carboxylate

: 717920-76-8
1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / DAST / CH₂Cl₂ / 12 h / -78 - 20 °C

2: 85 percent / DIBAL-H / CH₂Cl₂ / 0.75 h / -78 °C

3: 90 percent / TMSCl / CHCl₃ / 24 h / 20 °C

4: 75 percent / EtSH; BF₃*OEt₂ / CH₂Cl₂ / 12 h / 20 °C

5: K₂CO₃ / acetone / Heating

6: SnCl₂*2H₂O / methanol / 2 h / Heating

With chloro-trimethyl-silane; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; 4,4'-diaminostilbene-2,2'-disulfonic acid; ethanethiol; tin(ll) chloride; In methanol; dichloromethane; chloroform; acetone;
DOI:10.1016/j.bmcl.2004.02.063

Reference yield:

: 717920-68-8
(2S,4S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-fluoro-pyrrolidine-2-carbaldehyde

: 717920-76-8
1,1'-{[(propane-1,3-diyl)dioxy]bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]}bis[4-fluoropyrrolidine-2-carboxaldehyde diethylthioacetal]

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / TMSCl / CHCl₃ / 24 h / 20 °C

2: 75 percent / EtSH; BF₃*OEt₂ / CH₂Cl₂ / 12 h / 20 °C

3: K₂CO₃ / acetone / Heating

4: SnCl₂*2H₂O / methanol / 2 h / Heating

With chloro-trimethyl-silane; boron trifluoride diethyl etherate; potassium carbonate; ethanethiol; tin(ll) chloride; In methanol; dichloromethane; chloroform; acetone;
DOI:10.1016/j.bmcl.2004.02.063