dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate

Base Information

Chemical Name:dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate
CAS No.:1398508-07-0
Molecular Formula:C₁₈H₂₁NO₇
Molecular Weight:363.367
Hs Code.:

Synonyms:dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate

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Chemical Property of dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate

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Technology Process of dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate

There total 3 articles about dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate 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: 87.0%

: 65974-52-9
dimethyl 2-[(2-nitrophenyl)methylidene]malonate

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 1398508-07-0
dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate

Guidance literature:: cyclohexanone; With silver hexafluoroantimonate; 1,1,1,3',3',3'-hexafluoro-propanol; (2S)-2-amino-3,3-dimethyl-N-(pyridin-2-yl)butanamide; zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 3h;

dimethyl 2-[(2-nitrophenyl)methylidene]malonate; In tetrahydrofuran; at 20 ℃; for 144h; enantioselective reaction;
DOI:10.1021/jo301070s

Reference yield:

: 65974-52-9
dimethyl 2-[(2-nitrophenyl)methylidene]malonate

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 1398508-07-0
dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate

: C₁₈H₂₁NO₇

Guidance literature:: With C₁₅H₂₃F₉N₄O₂S₂; In water; at 40 ℃; for 48h; Overall yield = 27 %; enantioselective reaction;
DOI:10.1002/chir.23015

Reference yield:

: 552-89-6
2-nitro-benzaldehyde

: 108-59-8
malonic acid dimethyl ester

: 1398508-07-0
dimethyl 2‐{(S)‐(2‐nitrophenyl)[(1S)‐2‐oxocyclohexyl]methyl}propanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: piperidine; benzoic acid / benzene / Reflux; Dean-Stark

2.1: zinc(II) chloride; silver hexafluoroantimonate; (2S)-2-amino-3,3-dimethyl-N-(pyridin-2-yl)butanamide; 1,1,1,3',3',3'-hexafluoro-propanol / tetrahydrofuran / 3 h / 20 °C

2.2: 144 h / 20 °C

With piperidine; silver hexafluoroantimonate; 1,1,1,3',3',3'-hexafluoro-propanol; benzoic acid; (2S)-2-amino-3,3-dimethyl-N-(pyridin-2-yl)butanamide; zinc(II) chloride; In tetrahydrofuran; benzene; 2.1: |Michael Addition / 2.2: |Michael Addition;
DOI:10.1021/jo301070s