(2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester
CAS No.:165674-73-7
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

Synonyms:(2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

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Technology Process of (2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

There total 10 articles about (2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-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: 93.0%

: 165674-68-0
Methyl (2S,5S)-5-hydroxy-2-(2-oxo-2-phenylethyl)piperidine-1-carboxylate

: 165674-73-7
(2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; for 3h; Heating;

Reference yield: 60.0%

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

: 153401-03-7
(2S,5S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-hydroxy-piperidine-1-carboxylic acid methyl ester

: 165674-73-7
(2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1139/v96-273

Reference yield:

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

: 165674-73-7
(2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 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

5: 28 percent / LiAl(O-tBu)3H / tetrahydrofuran / 2 h / 0 °C

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