(3R,4S)-piperidine-3,4-diol Hydrochloride

Base Information

• Chemical Name: (3R,4S)-piperidine-3,4-diol Hydrochloride
• CAS No.: 443648-89-3
• Molecular Formula: C5H12ClNO2
• Molecular Weight: 153.60728
• European Community (EC) Number: 856-136-3
• Mol file: 443648-89-3.mol

Synonyms:(3R,4S)-piperidine-3,4-diol Hydrochloride;374890-43-4;443648-89-3;rel-(3R,4S)-Piperidine-3,4-diol hydrochloride;SCHEMBL17801619;MFCD26959106;(3R,4S)-PIPERIDINE-3,4-DIOL HCL;(3R,4S)-piperidine-3,4-diolHydrochloride;CS-0287100;EN300-115182;A872549

Chemical Property of (3R,4S)-piperidine-3,4-diol Hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 153.0556563
• Heavy Atom Count: 9
• Complexity: 76.8

Purity/Quality:

99%, ^*data from raw suppliers

(3R,4S)-rel-3,4-PiperidinediolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNCC(C1O)O.Cl
• Isomeric SMILES: C1CNC[C@H]([C@H]1O)O.Cl
• Uses: (3R,4S)-rel-3,4-Piperidinediol Hydrochloride, is a piperidine (P481890) derivative, used in the synthesis of various pharmaceutical and biologically active compounds.

Technology Process of (3R,4S)-piperidine-3,4-diol Hydrochloride

There total 1 articles about (3R,4S)-piperidine-3,4-diol Hydrochloride 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:

N-Boc-1,2,3,6-tetrahydropyridine (85838-94-4) → 3,4-trans-3,4-dihydroxypiperidine hydrochloride (443648-89-3,443648-97-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 0 - 20 °C

2: potassium hydroxide / 1,4-dioxane; water / 8 h / 80 °C

3: hydrogenchloride / 1,4-dioxane; water; dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; In 1,4-dioxane; dichloromethane; water; 1: |Prilezhaev Epoxydation (mCPBA);

DOI:10.1016/j.ejmech.2018.02.072

Reference yield: 83.0%

3-(4,5-Diphenyl-oxazol-2-yl)-propionic acid (21256-18-8) + 3,4-trans-3,4-dihydroxypiperidine hydrochloride (443648-89-3,443648-97-3) → (±)-1-(trans-3,4-dihydroxypiperidin-1-yl)-3-(4,5-diphenyloxazol-2-yl)propan-1-one

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jacs.1c11552

upstream raw materials:

N-Boc-1,2,3,6-tetrahydropyridine

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