Tert-butyl (2r,6r)-rel-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl (2r,6r)-rel-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate
• CAS No.: 146337-39-5
• Molecular Formula: C₁₂H₂₃NO₃
• Molecular Weight: 229.32
• European Community (EC) Number: 840-997-7
• Mol file: 146337-39-5.mol

Synonyms:146337-39-5;tert-butyl (2r,6r)-rel-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate;tert-butyl (2R,6R)-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate;1-Piperidinecarboxylic acid, 4-hydroxy-2,6-dimethyl-, 1,1-dimethylethyl ester, (2R,6R)-rel-;1-Piperidinecarboxylic acid, 4-hydroxy-2,6-dimethyl-, 1,1-dimethylethylester, (2a,4a,6b)-(A+/-)-;(2R,6R)-rel-1-Boc-2,6-dimethyl-4-hydroxypiperidine;MFCD31621086;Tert-butyl (2R,6R)-4-hydroxy-2,6-dimethyl-piperidine-1-carboxylate;AMY34560;MFCD31620803;AKOS037644732;AS-0661;AS-54297;CS-0052931;trans-1-Boc-2,6-dimethyl-4-hydroxypiperidine;P17726;P19790;(2R,6R)-1-Boc-4-hydroxy-2,6-dimethyl-piperidine;t-Butyl (2R,6R)-4-hydroxy-2,6-dimethyl-piperidine-1-carboxylate;rel-tert-butyl (2R,6R)-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate;1-Piperidinecarboxylicacid,4-hydroxy-2,6-dimethyl-,1,1-dimethylethylester,(2R,6R)-rel-;rel-(2R,6R)-4-Hydroxy-2,6-dimethylpiperidine-1-carboxylic acid tert-butyl ester;2857923-34-1

Chemical Property of Tert-butyl (2r,6r)-rel-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate

Chemical Property:

• Boiling Point: 311.0±35.0 °C(Predicted)
• PKA: 14.83±0.60(Predicted)
• Density: 1.034±0.06 g/cm3(Predicted)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.16779360
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

97% ^*data from raw suppliers

(2R,6R)-rel-1-Boc-2,6-dimethyl-4-hydroxypiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CC(CC(N1C(=O)OC(C)(C)C)C)O
• Isomeric SMILES: C[C@@H]1CC(C[C@H](N1C(=O)OC(C)(C)C)C)O

Technology Process of Tert-butyl (2r,6r)-rel-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate

There total 6 articles about Tert-butyl (2r,6r)-rel-4-hydroxy-2,6-dimethylpiperidine-1-carboxylate 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%

tert-butyl-cis-2,6-dimethyl-4-oxopiperidine-1-carboxylate (1005397-64-7,184368-70-5) → tert-butyl (2S,6R)-4-hydroxy-2,6-dimethyl-piperidine-1-carboxylate (146337-39-5,152491-54-8)

Guidance literature:

With methanol; sodium tetrahydroborate; at 25 ℃; for 1h; Inert atmosphere;

Reference yield: 99.0%

(2SR,6SR)-tert-butyl 2,6-dimethyl-4-oxopiperidine-1-carboxylate (184368-70-5) → trans-N-Boc-2,6-dimethylpiperidin-4-ol (146337-39-5,152491-54-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1021/jo00057a024

Reference yield: 54.0%

(2S*,4S*,6S*)-2,6-dimethyl-4-hydroxypiperidine hydrochloride + tert-butyldicarbonate (34619-03-9) → t-butyl (2S*,4R*,6S*)-4-hydroxy-2,6-dimethylpiperidine-1-carbonate (146337-39-5,152491-54-8)

Guidance literature:

With triethylamine; In DMF (N,N-dimethyl-formamide); at 60 ℃; for 5h;

upstream raw materials:

(2SR,6SR)-tert-butyl 2,6-dimethyl-4-oxopiperidine-1-carboxylate

N-Boc-7-methyl-1,4-dioxa-8-azaspiro<4.5>decane

trans-N-Boc-7,9-dimethyl-1,4-dioxa-8-azaspiro<4.5>decane

tert-butyldicarbonate