(R)-N-Boc-piperidine-2-methanol

Base Information

• Chemical Name: (R)-N-Boc-piperidine-2-methanol
• CAS No.: 134441-61-5
• Molecular Formula: C11H21NO3
• Molecular Weight: 215.293
• Hs Code.: 2933399990
• European Community (EC) Number: 824-558-7
• DSSTox Substance ID: DTXSID90928623
• Wikidata: Q72503360
• Mol file: 134441-61-5.mol

Synonyms:134441-61-5;(R)-N-Boc-piperidine-2-methanol;(R)-1-N-Boc-2-Hydroxymethylpiperidine;tert-butyl (2R)-2-(hydroxymethyl)piperidine-1-carboxylate;(R)-N-Boc -piperidine-2-methanol;(R)-tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate;MFCD04973120;(R)-1-BOC-2-PIPERIDINEMETHANOL;(2R)-1-Boc-2-(hydroxymethyl)piperidine;(R)-2-HYDROXYMETHYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;SCHEMBL192841;AMY8994;DTXSID90928623;PZTAGFCBNDBBFZ-SECBINFHSA-N;AKOS007930581;AC-7421;CS-W003219;A25760;EN300-154304;t-Butyl (R)-2-(hydroxymethyl)piperidine-1-carboxylate;(R)-tert-butyl-2-(hydroxymethyl)piperidine-1-carboxylate;1,1-dimethylethyl (2R)-2-(hydroxymethyl)piperidine-1-carboxylate

Chemical Property of (R)-N-Boc-piperidine-2-methanol

Chemical Property:

• Vapor Pressure: 6.41E-05mmHg at 25°C
• Refractive Index: 1.479
• Boiling Point: 308°Cat760mmHg
• PKA: 15.08±0.10(Predicted)
• Flash Point: 140.1°C
• PSA: 49.77000
• Density: 1.059g/cm³
• LogP: 1.70620
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

98%min ^*data from raw suppliers

(R)-N-Boc-Piperidine-2-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1CO
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCCC[C@@H]1CO

Technology Process of (R)-N-Boc-piperidine-2-methanol

There total 28 articles about (R)-N-Boc-piperidine-2-methanol 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%

N-BOC-D-pipecolic acid (28697-17-8) → tert-butyl (2R)-2-(hydroxymethyl)piperidine-1-carboxylate (134441-61-5)

Guidance literature:

With borane-THF; at 0 - 20 ℃; for 2h;

Reference yield: 98.0%

tert-butyl (R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)piperidine-1-carboxylate (150779-90-1) → tert-butyl (2R)-2-(hydroxymethyl)piperidine-1-carboxylate (134441-61-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere; Cooling with ice;

DOI:10.1039/c7md00029d

Reference yield: 92.0%

(R)-6-hydroxymethyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (1314080-60-8) → tert-butyl (2R)-2-(hydroxymethyl)piperidine-1-carboxylate (134441-61-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; under 2585.81 Torr;

DOI:10.1039/c4ra04558k

upstream raw materials:

N-BOC-D-pipecolic acid

di-tert-butyl dicarbonate

(2R)-piperidin-2-ylmethanol

(S)-1-(2,2,2-Trifluoro-acetyl)-piperidine-2-carboxylic acid (S)-3,4,4-trimethyl-2-oxo-tetrahydro-furan-3-yl ester

Downstream raw materials:

(R)-2-methoxymethylpiperidine hydrochloride

(R)-(+)-pipecolic acid

Refernces

• 1、 Calmes, Monique,Escale, Francoise,Rolland, Marc,Martinez, Jean. "Diastereoselective esterification of (±)-N-trifluoroacetyl pipecolic acid using (S)-α-methyl pantolactone: Synthesis of (S)-N-Boc pipecolic acid and (S)-N-Boc-2-piperidinemethanol". . p. 1685 - 1689. Retrieved 2003.
• 2、 -. "Compound, preparation method thereof, pharmaceutical composition and application of compound". Paragraph 0292-0294. . Retrieved 2020/01/03.
• 3、 -. "Benzimidazole-2-piperazine compound, its pharmaceutical composition and its preparation and use". Paragraph 0207; 0428-0430. . Retrieved 2016/10/20.