tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate

Base Information

Chemical Name:tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate
CAS No.:879480-09-8
Molecular Formula:C₂₆H₃₆N₂O₄Si
Molecular Weight:468.668
Hs Code.:

Synonyms:tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate

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Chemical Property of tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate

Chemical Property:

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Technology Process of tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate

There total 4 articles about tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate 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:

: 879480-08-7
tert-butyl 2-hydrazono-3-(tert-butyldimethyl-silyloxy)-3-phenylpropionate

: 98-88-4
benzoyl chloride

: 879480-09-8
tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 21h;
DOI:10.1016/j.tet.2005.11.028

Reference yield:

: 1694-31-1
tert-butyl acetoacetate

: 879480-09-8
tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate

Guidance literature:: Multi-step reaction with 5 steps

1: NaOH; tetrahexylammonium bromide; TsN₃ / H₂O; CH₂Cl₂ / 85 h / 20 °C

2: 70 percent / tetrahexylammonium bromide / H₂O; CH₂Cl₂ / 3 h / 0 °C

3: 96 percent / imidazole / dimethylformamide / 7 h / 0 - 20 °C

4: 1.06 g / LiHBEt₃ / tetrahydrofuran / 0.5 h / 0 °C

5: 383.7 mg / pyridine / CH₂Cl₂ / 21 h / 0 °C

With pyridine; 1H-imidazole; sodium hydroxide; 4-toluenesulfonyl azide; tetrahexylammonium bromide; lithium triethylborohydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.11.028

Reference yield:

: 35059-50-8
t-butyl diazoacetate

: 879480-09-8
tert-butyl 2-(N-benzoylhydrazono)-3-(tert-butyldimethylsilyloxy)-3-phenylpropionate

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / tetrahexylammonium bromide / H₂O; CH₂Cl₂ / 3 h / 0 °C

2: 96 percent / imidazole / dimethylformamide / 7 h / 0 - 20 °C

3: 1.06 g / LiHBEt₃ / tetrahydrofuran / 0.5 h / 0 °C

4: 383.7 mg / pyridine / CH₂Cl₂ / 21 h / 0 °C

With pyridine; 1H-imidazole; tetrahexylammonium bromide; lithium triethylborohydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.11.028