1-N-Alloc-4-piperidone

Base Information

• Chemical Name: 1-N-Alloc-4-piperidone
• CAS No.: 306296-67-3
• Molecular Formula: C9H13NO3
• Molecular Weight: 183.207
• Hs Code.: 2933399990
• European Community (EC) Number: 672-233-1
• DSSTox Substance ID: DTXSID50373332
• Nikkaji Number: J1.530.770F
• Wikidata: Q82161485
• Mol file: 306296-67-3.mol

Synonyms:1-N-Alloc-4-piperidone;306296-67-3;allyl 4-oxopiperidine-1-carboxylate;prop-2-enyl 4-oxopiperidine-1-carboxylate;1-Piperidinecarboxylic acid, 4-oxo-, 2-propen-1-yl ester;SCHEMBL597800;n-allyloxycarbonyl-4-piperidone;DTXSID50373332;TUEIRODWNWORRI-UHFFFAOYSA-N;1-allyloxycarbonylpiperidine-4-one;allyl4-oxopiperidine-1-carboxylate;MFCD02183578;1-N-alloc-4-piperidone, AldrichCPR;AKOS006228554;AB11524;AC-6439;AS-44385;1-(2-propenyloxycarbonyl)-4-oxopiperidine;A5607;CS-0170875;FT-0728761;4-Oxopiperidine-1-carboxylic acid allyl ester;A56036;PROP-2-EN-1-YL 4-OXOPIPERIDINE-1-CARBOXYLATE

Chemical Property of 1-N-Alloc-4-piperidone

Chemical Property:

• Vapor Pressure: 0.00254mmHg at 25°C
• Refractive Index: 1.496
• Boiling Point: 287.1 °C at 760 mmHg
• PKA: -1.52±0.20(Predicted)
• Flash Point: 127.4 °C
• PSA: 46.61000
• Density: 1.146 g/cm³
• LogP: 0.91180
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 183.08954328
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

98% ^*data from raw suppliers

N-Allyloxycarbonyl-4-piperidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)N1CCC(=O)CC1
• Uses: N-Allyloxycarbonyl-4-piperidone has been used as a reactant in the preparation of orally available spirodiketopiperazine-based CCR5 antagonists as antivirals.

Technology Process of 1-N-Alloc-4-piperidone

There total 3 articles about 1-N-Alloc-4-piperidone 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: 100.0%

piperidine-4,4-diol hydrochloride (40064-34-4) + Allyl chloroformate (2937-50-0) → 1-allyloxycarbonylpiperidin-4-one (306296-67-3)

Guidance literature:

With potassium carbonate; In water; at 5 - 20 ℃; for 2h;

DOI:10.1016/S0040-4039(01)00755-9

Reference yield: 100.0%

allyl 1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate → 1-allyloxycarbonylpiperidin-4-one (306296-67-3)

Guidance literature:

With C₂H₆O₃PPol; In water; acetone; for 6h; Reflux;

DOI:10.1021/op7000172

Reference yield:

4,4-ethylenedioxy-piperidine (177-11-7) → 1-allyloxycarbonylpiperidin-4-one (306296-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / water / 3 h / 0 - 20 °C

2: C₂H₆O₃PPol / water; acetone / 6 h / Reflux

With C₂H₆O₃PPol; potassium carbonate; In water; acetone;

DOI:10.1021/op7000172

upstream raw materials:

piperidine-4,4-diol hydrochloride

Allyl chloroformate

4,4-ethylenedioxy-piperidine

Downstream raw materials:

C₂₀H₂₉F₃N₂O₃

C₂₀H₂₉F₃N₂O₃

N-phenethylpiperidin-4-amine

4-amino-N-alloc-piperidine

Refernces

• 1、 Fernández-Forner, Dolors,Casals, Gaspar,Navarro, Eloísa,Ryder, Hamish,Albericio, Fernando. "Solid-phase synthesis of 4-aminopiperidine analogues using the Alloc protecting group: An investigation of Alloc removal from secondary amines". . p. 4471 - 4474. Retrieved 2007/10/03.