3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride

Base Information

Chemical Name:3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride
CAS No.:168155-50-8
Molecular Formula:C₂₉H₄₁ClN₂O₂Si
Molecular Weight:513.195
Hs Code.:

Synonyms:3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride

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Chemical Property of 3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride

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Technology Process of 3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride

There total 10 articles about 3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride 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:

: 168155-49-5
tert-butyldimethylsilyl 3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoate

: 168155-50-8
3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride

Guidance literature:: With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 24.5h;
DOI:10.1021/jm020395s

Reference yield:

: 591-20-8
3-Bromophenol

: 168155-50-8
3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride

Guidance literature:: Multi-step reaction with 9 steps

1.1: imidazole / dimethylformamide / 18 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C

2.2: tetrahydrofuran; hexane / 2 h / -78 °C

3.1: thionyl chloride / CH₂Cl₂ / 20 °C

4.1: acetonitrile / 48 h / Heating

5.1: tetraethylammonium fluoride dihydrate / acetonitrile / 1 h / 20 °C

6.1: 58 percent / 1-methyl-pyrrolidin-2-one / 30 h / 170 °C

7.1: NaOH / aq. ethanol / 72 h / Heating

8.1: imidazole; NaCl / dimethylformamide / 20 °C

9.1: oxalyl chloride; DMF / CH₂Cl₂ / 24.5 h / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; n-butyllithium; thionyl chloride; oxalyl dichloride; tetraethylammonium fluoride; N,N-dimethyl-formamide; sodium chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm020395s

Reference yield:

: 65423-56-5
1-bromo-3-[(tert-butyldimethylsilyl)oxy]benzene

: 168155-50-8
3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert-butyldimethylsilyloxy)benzyl)benzoyl chloride

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: tetrahydrofuran; hexane / 2 h / -78 °C

2.1: thionyl chloride / CH₂Cl₂ / 20 °C

3.1: acetonitrile / 48 h / Heating

4.1: tetraethylammonium fluoride dihydrate / acetonitrile / 1 h / 20 °C

5.1: 58 percent / 1-methyl-pyrrolidin-2-one / 30 h / 170 °C

6.1: NaOH / aq. ethanol / 72 h / Heating

7.1: imidazole; NaCl / dimethylformamide / 20 °C

8.1: oxalyl chloride; DMF / CH₂Cl₂ / 24.5 h / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; n-butyllithium; thionyl chloride; oxalyl dichloride; tetraethylammonium fluoride; N,N-dimethyl-formamide; sodium chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm020395s