(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde

Base Information

Chemical Name:(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde
CAS No.:808154-70-3
Molecular Formula:C₂₁H₁₈F₂N₂O₆
Molecular Weight:432.381
Hs Code.:

Synonyms:(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde

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Chemical Property of (S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde

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Technology Process of (S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde

There total 8 articles about (S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde 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%

: 808154-68-9
methyl (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-4-difluoromethylidenepyrrolidine-2-carboxylate

: 808154-70-3
(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1016/j.bmcl.2004.08.050

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 808154-70-3
(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / aq. NaOH / tetrahydrofuran / 20 °C

2: trichloroisocyanuric acid; TEMPO / CH₂Cl₂

3: HMPT; Zn / tetrahydrofuran

4: TFA / CH₂Cl₂

5: Et₃N / dimethylformamide; tetrahydrofuran

6: 85 percent / DIBAL-H / CH₂Cl₂ / 0.75 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; trichloroisocyanuric acid; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.08.050

Reference yield:

: 60547-92-4
4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

: 808154-70-3
(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-4-difluoromethylene-pyrrolidine-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: (COCl)2; DMF / tetrahydrofuran

2: Et₃N / dimethylformamide; tetrahydrofuran

3: 85 percent / DIBAL-H / CH₂Cl₂ / 0.75 h / -78 °C

With oxalyl dichloride; diisobutylaluminium hydride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.08.050