(R)-5-Hydroxypiperidin-2-one

Base Information

• Chemical Name: (R)-5-Hydroxypiperidin-2-one
• CAS No.: 102774-92-5
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• European Community (EC) Number: 800-605-7
• DSSTox Substance ID: DTXSID60463238
• Wikidata: Q72481309
• Mol file: 102774-92-5.mol

Synonyms:(R)-5-Hydroxypiperidin-2-one;102774-92-5;(5R)-5-hydroxypiperidin-2-one;(R)-5-Hydroxy-piperidin-2-one;(R)-5-HYDROXY-2-PIPERIDINONE;2-Piperidinone, 5-hydroxy-, (5R)-;2-Piperidinone, 5-hydroxy-, (R)-;MFCD06202375;SCHEMBL1707434;DTXSID60463238;GPRZVNYVEZZOKH-SCSAIBSYSA-N;CS-D0041;AKOS016346723;AS-37857;Not available;A849992

Chemical Property of (R)-5-Hydroxypiperidin-2-one

Chemical Property:

• Boiling Point: 352.3±35.0 °C(Predicted)
• PKA: 14.21±0.20(Predicted)
• PSA: 49.33000
• Density: 1.199±0.06 g/cm3(Predicted)
• LogP: -0.41390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

97% ^*data from raw suppliers

(R)-5-Hydroxypiperidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NCC1O
• Isomeric SMILES: C1CC(=O)NC[C@@H]1O

Technology Process of (R)-5-Hydroxypiperidin-2-one

There total 6 articles about (R)-5-Hydroxypiperidin-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: 92.0%

(R)-(-)-5-Azidomethyl-2-oxotetrahydrofuran (102774-95-8) → (R)-(+)-5-Hydroxy-2-oxopiperidine (102774-92-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 2585.7 Torr;

DOI:10.1016/0040-4020(95)00285-G

Reference yield: 77.0%

(-)-2-{[(2R)-5-oxotetrahydrofuran-2-yl]methyl}-1H-isoindole-1,3(2H)-dione → (R)-(+)-5-Hydroxy-2-oxopiperidine (102774-92-5)

Guidance literature:

With methylamine; In methanol; water; at 50 - 60 ℃;

Reference yield:

2-{[5-oxotetrahydrofuran-2-yl]methyl}-1H-isoindole-1,3(2H)-dione (58960-19-3) → (S)-5-hydroxypiperidin-2-one (24211-54-9) + (R)-(+)-5-Hydroxy-2-oxopiperidine (102774-92-5)

Guidance literature:

With methylamine; In methanol; water; at 50 - 60 ℃;

upstream raw materials:

(S)-(+)-5-Azidomethyl-2-oxotetrahydrofuran

(R)-(-)-5-Azidomethyl-2-oxotetrahydrofuran

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

(S)-(5-oxotetrahydrofuran-2-yl)methyl methanesulfonate

Downstream raw materials:

tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate

8a-allyl-6-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-dimethylamino-2-(toluene-4-sulfonyl)-3,4,4a,5,8,8a-hexahydro-2H-isoquinolin-1-one

8a-allyl-4-(tert-butyl-diphenyl-silanyloxy)-2-(toluene-4-sulfonyl)-3,4,4a,8a-tetrahydro-2H,5H-isoquinoline-1,6-dione

5-(tert-butyl-diphenyl-silanyloxy)-3-phenylselanyl-1-(toluene-4-sulfonyl)-piperidin-2-one