methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate

Base Information

Chemical Name:methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate
CAS No.:717920-67-7
Molecular Formula:C₂₁H₂₁FN₂O₇
Molecular Weight:432.405
Hs Code.:

Synonyms:methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate

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Technology Process of methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate

There total 1 articles about methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate 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: 85.0%

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

: 717920-67-7
methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate

Guidance literature:: With 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; at -78 - 20 ℃; for 12h;
DOI:10.1016/j.bmcl.2004.02.063

Reference yield: 85.0%

: 717920-67-7
methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate

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

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1016/j.bmcl.2004.02.063

Reference yield:

: 717920-67-7
methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-fluoropyrrolidine-2-carboxylate

: 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]

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / DIBAL-H / CH₂Cl₂ / 0.75 h / -78 °C

2: 90 percent / TMSCl / CHCl₃ / 24 h / 20 °C

3: 75 percent / EtSH; BF₃*OEt₂ / CH₂Cl₂ / 12 h / 20 °C

4: K₂CO₃ / acetone / Heating

With chloro-trimethyl-silane; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; ethanethiol; In dichloromethane; chloroform; acetone;
DOI:10.1016/j.bmcl.2004.02.063