(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

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Chemical Name:(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester
CAS No.:151028-17-0
Molecular Formula:C₂₁H₂₇NO₅
Molecular Weight:373.449
Hs Code.:

Synonyms:(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

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Chemical Property of (S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

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Technology Process of (S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

There total 6 articles about (S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester 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: 78.0%

: phenylmagnesium bromide

: 151121-34-5
di-tert-butyl (2S,4E)-4-[(dimethylamino)methylidene]-5-oxopyrrolidine-1,2-dicarboxylate

: 151028-17-0
(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

: (E)-(S)-4-Benzoyl-2-tert-butoxycarbonylamino-5-phenyl-pent-4-enoic acid tert-butyl ester

Guidance literature:: In diethyl ether; at -78 ℃;
DOI:10.1016/S0040-4039(00)60652-4

Reference yield: 1.2%

: 151121-34-5
di-tert-butyl (2S,4E)-4-[(dimethylamino)methylidene]-5-oxopyrrolidine-1,2-dicarboxylate

: 100-58-3
phenylmagnesium bromide

: 151028-17-0
(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

: (E)-(S)-4-Benzoyl-2-tert-butoxycarbonylamino-5-phenyl-pent-4-enoic acid tert-butyl ester

Guidance literature:: In diethyl ether; 1.) -78 deg C, 1 h, 2.) r.t., 3 h;
DOI:10.1039/a703489j

Reference yield:

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 151028-17-0
(S)-5-Oxo-4-[1-phenyl-meth-(E)-ylidene]-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: CsOH*H₂O / O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide / CH₂Cl₂ / 30 h / -78 °C

2: aq. citric acid / tetrahydrofuran / 20 °C

3: DMAP / acetonitrile / 5 h / 20 °C

With dmap; cesium hydroxide; citric acid; (2R,4R,5S)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(S)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ja052638m