1-Piperidinecarboxylic acid, 4-hydroxy-4-(3-hydroxypropyl)-, 1,1-diMethylethyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 4-hydroxy-4-(3-hydroxypropyl)-, 1,1-diMethylethyl ester
• CAS No.: 374794-88-4
• Molecular Formula: C₁₃H₂₅NO₄
• Molecular Weight: 259.346
• Mol file: 374794-88-4.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 4-hydroxy-4-(3-hydroxypropyl)-, 1,1-diMethylethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 378.949oC at 760 mmHg
• Flash Point: 182.982oC
• PSA: 70.00000
• Density: 1.119g/cm3
• LogP: 1.45880

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxy-4-(3-hydroxy-propyl)-piperidine-1-carboxylicacidtert-butylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 4-hydroxy-4-(3-hydroxypropyl)-, 1,1-diMethylethyl ester

There total 7 articles about 1-Piperidinecarboxylic acid, 4-hydroxy-4-(3-hydroxypropyl)-, 1,1-diMethylethyl 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: 57.0%

1,1-dimethylethyl 4-hydroxy-4-(3-hydroxypropynyl)-1-piperidinecarboxylate (374794-87-3) → tert-butyl 4-hydroxy-4-(3-hydroxypropyl)piperidine-1-carboxylate (374794-88-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid; for 20h; under 2068.65 Torr;

Reference yield:

1-(t-butoxycarbonyl)-4-(prop-2-enyl)-4-hydroxypiperidine (203662-51-5) → tert-butyl 4-hydroxy-4-(3-hydroxypropyl)piperidine-1-carboxylate (374794-88-4)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-hydroxy-4-(3-hydroxypropyl)piperidine-1-carboxylate (374794-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / 1 h / -78 °C

2.1: H₂ / Pd/C / ethanol

3.1: p-TsOH / toluene / 3 h / Heating

4.1: DIBAL-H / CH₂Cl₂ / 5 h / -78 - 0 °C

With n-butyllithium; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;

DOI:10.1016/S0960-894X(02)00250-0

upstream raw materials:

tert-butyl 2-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one

1,1-dimethylethyl 4-(3-ethoxy-3-oxo-1-propynyl)-4-hydroxy-1-piperidinecarboxylate

1,1-dimethylethyl 4-(3-ethoxy-3-oxoprop-1-yl)-4-hydroxy-1-piperidinecarboxylate

Downstream raw materials:

2-hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylic acid tert-butyl ester

4-(3-hydroxypropyl)piperidin-4-ol

4-dioxa-8-azaspiro[4.5]decane

1,1-dimethylethyl 1-oxa-8-azaspiro[4,5]decane-8-carboxylate