(S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one

Base Information

Chemical Name:(S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one
CAS No.:944913-93-3
Molecular Formula:C₂₃H₂₆N₂O₃
Molecular Weight:378.471
Hs Code.:

Synonyms:(S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one

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Chemical Property of (S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one

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Technology Process of (S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one

There total 5 articles about (S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one 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%

: 944913-89-7
(S)-2-(N-benzyl-N-benzyloxycarbonylamino)-3-phenyl-propionitrile

: 5292-43-3
bromoacetic acid tert-butyl ester

: 944913-93-3
(S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one

Guidance literature:: (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-3-phenyl-propionitrile; bromoacetic acid tert-butyl ester; With ethylene dibromide; zinc; In tetrahydrofuran; for 1h; Heating;

With potassium carbonate; In tetrahydrofuran; water; for 0.25h;

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Further stages.;
DOI:10.1021/ol0708020

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 944913-93-3
(S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaHCO₃ / H₂O

2.1: ethyl chloroformate; aq. ammonia; triethylamine / tetrahydrofuran / 0.5 h / 0 °C

3.1: 7.7 g / phosphorus oxychloride; pyridine / 0 - 20 °C

4.1: 91 percent / sodium hydride / dimethylformamide / 0.17 h / 20 °C

5.1: Zn; 1,2-dibromoethane / tetrahydrofuran / 1 h / Heating

5.2: K₂CO₃ / tetrahydrofuran; H₂O / 0.25 h

5.3: 78 percent / sodium hydride / tetrahydrofuran / 0 - 20 °C

With pyridine; ammonium hydroxide; chloroformic acid ethyl ester; sodium hydride; sodium hydrogencarbonate; ethylene dibromide; triethylamine; zinc; trichlorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0708020

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 944913-93-3
(S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-phenylmethyl-imidazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethyl chloroformate; aq. ammonia; triethylamine / tetrahydrofuran / 0.5 h / 0 °C

2.1: 7.7 g / phosphorus oxychloride; pyridine / 0 - 20 °C

3.1: 91 percent / sodium hydride / dimethylformamide / 0.17 h / 20 °C

4.1: Zn; 1,2-dibromoethane / tetrahydrofuran / 1 h / Heating

4.2: K₂CO₃ / tetrahydrofuran; H₂O / 0.25 h

4.3: 78 percent / sodium hydride / tetrahydrofuran / 0 - 20 °C

With pyridine; ammonium hydroxide; chloroformic acid ethyl ester; sodium hydride; ethylene dibromide; triethylamine; zinc; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol0708020