(R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester
CAS No.:156022-76-3
Molecular Formula:C₁₈H₂₆N₂O₄
Molecular Weight:334.415
Hs Code.:

Synonyms:(R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of (R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of (R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

There total 9 articles about (R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid 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: 80.0%

: 156022-75-2
(R)-1-<1,1-(dimethylethoxycarbonyl)>-4-(2-hydroxy-1-phenylethyl)piperazin-3-one

: 74-88-4
methyl iodide

: 156022-76-3
(R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

: (S)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1016/S0040-4039(00)77163-2

Reference yield:

: 4530-20-5
BOC-glycine

: 156022-76-3
(R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / DCC / CH₂Cl₂ / 7 h / 0 - 20 °C

2: 94 percent / LiAlH₄ / diethyl ether / 24 h / Ambient temperature

3: 80 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

4: 1.) DCC / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂, RT, 24 h

5: 73 percent / NaH / dimethylformamide; tetrahydrofuran / 3 h / Ambient temperature

6: 88 percent / nBu₄NF / tetrahydrofuran / 3 h / Ambient temperature

7: 1.) HMPA, t-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1996-4299

Reference yield:

: 56613-80-0
D-2-phenylglycinol

: 156022-76-3
(R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / DCC / CH₂Cl₂ / 7 h / 0 - 20 °C

2: 94 percent / LiAlH₄ / diethyl ether / 24 h / Ambient temperature

3: 80 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

4: 1.) DCC / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂, RT, 24 h

5: 73 percent / NaH / dimethylformamide; tetrahydrofuran / 3 h / Ambient temperature

6: 88 percent / nBu₄NF / tetrahydrofuran / 3 h / Ambient temperature

7: 1.) HMPA, t-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1996-4299