(2R,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate

Base Information

• Chemical Name: (2R,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate
• CAS No.: 790667-44-6
• Molecular Formula: C11H21 N O3
• Molecular Weight: 215.29
• European Community (EC) Number: 828-771-6
• DSSTox Substance ID: DTXSID101151940
• Mol file: 790667-44-6.mol

Synonyms:790667-44-6;(2R,4R)-1-Boc-2-methyl-4-hydroxypiperidine;(2R,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate;tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate;(2R,4R)-4-Hydroxy-2-methylpiperidine-1-carboxylic acid tert-butyl ester;152491-42-4;tert-butyl cis-4-hydroxy-2-methylpiperidine-1-carboxylate;MFCD23105950;(2R,4R)-1-Boc-4-Hydroxy-2-Methylpiperidine;cis-tert-Butyl 4-hydroxy-2-methylpiperidine-1-carboxylate;SCHEMBL9311281;RCXJVQLRZJXWNM-RKDXNWHRSA-N;DTXSID101151940;AMY35430;AKOS025290281;PB37672;AS-51778;DB-200139;CS-0058603;N-Boc-(2R,4R)-4-hydroxy-2-methylpiperidine;1-Boc-(2R,4R)-4-Hydroxy-2-methylpiperidine;EN300-261728;P13511;P15731;A864933;cis-tert-Butyl4-hydroxy-2-methylpiperidine-1-carboxylate;Z2310011879;tert-butyl (2r,4r)-4-hydroxy-2-methyl-1-piperidinecarboxylate;rac-tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate;1-Piperidinecarboxylicacid,4-hydroxy-2-methyl-,1,1-dimethylethylester,(2R,4R)-(9CI)

Chemical Property of (2R,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate

Chemical Property:

• Boiling Point: 301.4±35.0 °C(Predicted)
• PKA: 14.82±0.40(Predicted)
• PSA: 49.77000
• Density: 1.067±0.06 g/cm3(Predicted)
• LogP: 1.70460
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

99%, ^*data from raw suppliers

(2R,4R)-1-Boc-2-methyl-4-hydroxypiperidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(CCN1C(=O)OC(C)(C)C)O
• Isomeric SMILES: C[C@@H]1C[C@@H](CCN1C(=O)OC(C)(C)C)O

Technology Process of (2R,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate

There total 2 articles about (2R,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-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: 49.0%

(2R)-2-methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (790667-43-5) → tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate (790667-44-6,152491-46-8) + (2R,4S)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate (790668-06-3,152491-46-8)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 1h;

Reference yield:

tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate (190906-92-4) → tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate (790667-44-6,152491-46-8) + (2R,4S)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate (790668-06-3,152491-46-8) + (2S,4R)-tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate (790667-91-3,152491-46-8) + tert-butyl (2S,4S)-4-hydroxy-2-methyl-piperidine-1-carboxylate (790667-99-1,152491-46-8)

Guidance literature:

tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate; With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

With methanol; water; at 20 ℃; for 1h;

Reference yield:

tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate (790667-44-6,152491-46-8) + 4-(8-fluoroimidazo[1,5-a]pyridin-6-yl)phenol → tert-butyl (2R,4R)-4-((6-(4-hydroxyphenyl)imidazo[1,5-a]pyridin-8-yl)oxy)-2-methylpiperidine-1-carboxylate

Guidance literature:

tert-butyl (2R,4R)-4-hydroxy-2-methylpiperidine-1-carboxylate; With potassium hexamethylsilazane; In tetrahydrofuran; N,N-dimethyl-formamide;

4-(8-fluoroimidazo[1,5-a]pyridin-6-yl)phenol; In tetrahydrofuran; N,N-dimethyl-formamide; at 50 ℃; for 2h;

upstream raw materials:

(2R)-2-methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate

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