(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester
CAS No.:153401-05-9
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester

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Chemical Property of (S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester

There total 7 articles about (S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl 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: 92.0%

: 153401-04-8
(2S,5R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-hydroxy-piperidine-1-carboxylic acid methyl ester

: 153401-05-9
(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1.) a.) -78 deg C, 10 min; b.) -40 deg C, 10 min; 2.) a.) -78 deg C up to RT; b.) RT, 15 min;
DOI:10.1139/v96-273

Reference yield:

: 134107-85-0
(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

: 153401-05-9
(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₄NOTs / Ambient temperature; electrochemical conditions

2: 93 percent / p-TSA / benzene

3: 1.) 2M BH₃*SMe₂; 2.) 35percent H₂O₂, 3M NaOH / 1.) THF, 20 deg C, 1.5 h; 2.) THF, RT, 2 h

4: 92 percent / 1.) DMSO/oxalyl chloride; 2.) Et₃N / CH₂Cl₂ / 1.) a.) -78 deg C, 10 min; b.) -40 deg C, 10 min; 2.) a.) -78 deg C up to RT; b.) RT, 15 min

With sodium hydroxide; oxalyl dichloride; dimethylsulfide borane complex; dihydrogen peroxide; tetraethylammonium tosylate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In dichloromethane; benzene;
DOI:10.1139/v96-273

Reference yield:

: 134040-12-3
(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester

: 153401-05-9
(S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-oxo-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 2M BH₃*SMe₂; 2.) 35percent H₂O₂, 3M NaOH / 1.) THF, 20 deg C, 1.5 h; 2.) THF, RT, 2 h

2: 92 percent / 1.) DMSO/oxalyl chloride; 2.) Et₃N / CH₂Cl₂ / 1.) a.) -78 deg C, 10 min; b.) -40 deg C, 10 min; 2.) a.) -78 deg C up to RT; b.) RT, 15 min

With sodium hydroxide; oxalyl dichloride; dimethylsulfide borane complex; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1139/v96-273