1-Piperidinecarboxylicacid,4-hydroxy-2-methyl-,1,1-dimethylethylester,(2S,4R)-(9CI)

Base Information

• Chemical Name: 1-Piperidinecarboxylicacid,4-hydroxy-2-methyl-,1,1-dimethylethylester,(2S,4R)-(9CI)
• CAS No.: 790667-91-3
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• Mol file: 790667-91-3.mol

Synonyms:(2S,4R)-4-Hydroxy-2-methylpiperidine-1-carboxylicacid tert-butyl ester

Chemical Property of 1-Piperidinecarboxylicacid,4-hydroxy-2-methyl-,1,1-dimethylethylester,(2S,4R)-(9CI)

Chemical Property:

• Boiling Point: 281.9 °C at 760 mmHg
• Flash Point: 124.3 °C
• PSA: 49.77000
• Density: 1.006 g/cm³
• LogP: 1.70460
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: at 25 deg C (mg/L): 1.999e+004

Purity/Quality:

99%, ^*data from raw suppliers

(2S,4R)-1-Boc-2-methyl-4-hydroxypiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylicacid,4-hydroxy-2-methyl-,1,1-dimethylethylester,(2S,4R)-(9CI)

There total 2 articles about 1-Piperidinecarboxylicacid,4-hydroxy-2-methyl-,1,1-dimethylethylester,(2S,4R)-(9CI) 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: 49.0%

(S)-2-methyl-4-oxopiperidine-1-carboxylic acid tert-butyl ester (790667-49-1) → (2S,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate (790667-91-3,152491-46-8) + tert-butyl (2S,4S)-4-hydroxy-2-methyl-piperidine-1-carboxylate (790667-99-1,152491-46-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 2h;

Reference yield:

tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate (190906-92-4) → tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate (790667-44-6,152491-46-8) + (2R,4S)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate (790668-06-3,152491-46-8) + (2S,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate (790667-91-3,152491-46-8) + tert-butyl (2S,4S)-4-hydroxy-2-methyl-piperidine-1-carboxylate (790667-99-1,152491-46-8)

Guidance literature:

tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate; With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

With methanol; water; at 20 ℃; for 1h;

Reference yield:

(2S,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate (790667-91-3,152491-46-8) → (2S,4S)-tert-butyl 4-amino-2-methylpiperidine-1-carboxylate (1691250-97-1,1434073-26-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 16 h / 80 °C

3: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 20 °C

With sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(S)-2-methyl-4-oxopiperidine-1-carboxylic acid tert-butyl ester

tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate

Downstream raw materials:

(2S,4S)-tert-butyl 4-amino-2-methylpiperidine-1-carboxylate

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