(R)-4-HYDROXY-PIPERIDIN-2-ONE

Base Information

• Chemical Name: (R)-4-HYDROXY-PIPERIDIN-2-ONE
• CAS No.: 1051316-41-6
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.13
• Mol file: 1051316-41-6.mol

Synonyms:4-(R)-Hydroxy-2-piperidinone;(4R)-4-Hydroxypiperidin-2-one;

Chemical Property of (R)-4-HYDROXY-PIPERIDIN-2-ONE

Chemical Property:

• Boiling Point: 352.3 °C at 760 mmHg
• PKA: 14.01±0.20(Predicted)
• Flash Point: 166.8 °C
• PSA: 49.33000
• Density: 1.199 g/cm³
• LogP: -0.41390
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

(R)-4-Hydroxy-piperidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-41
• Safety Statements: 22-36/37/39-39-26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-4-HYDROXY-PIPERIDIN-2-ONE

There total 1 articles about (R)-4-HYDROXY-PIPERIDIN-2-ONE 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: 99.0%

(R)-ethyl 4-cyano-3-hydroxybutyrate (141942-85-0) → 4-hydroxy-δ-valerolactam (1051316-41-6,476014-92-3)

Guidance literature:

With platinum(IV) oxide; hydrogen; In methanol;

DOI:10.1055/s-0032-1317490

Reference yield: 72.9%

4-hydroxy-δ-valerolactam (1051316-41-6,476014-92-3) + tert-butylchlorodiphenylsilane (58479-61-1) → (R)-4-((tert-butyldiphenylsilyl)oxy)piperidin-2-one

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 45 ℃; for 2h;

DOI:10.1021/acsmedchemlett.1c00340

Reference yield:

4-hydroxy-δ-valerolactam (1051316-41-6,476014-92-3) → C19H18NO6P (1431948-12-7) + C28H40NO7PSi (1431946-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 8 h / 40 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C / Inert atmosphere

3.1: potassium hexamethylsilazane / tetrahydrofuran / 1.5 h / -78 °C

3.2: 1 h / -78 °C

With 1H-imidazole; n-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1055/s-0032-1317490

upstream raw materials:

(R)-ethyl 4-cyano-3-hydroxybutyrate

Downstream raw materials:

C₁₉H₁₈NO₆P

C₂₈H₄₀NO₇PSi

Refernces