Tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate
• CAS No.: 116574-71-1
• Molecular Formula: C11H21NO3
• Molecular Weight: 215.293
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID60377169
• Mol file: 116574-71-1.mol

Synonyms:116574-71-1;N-Boc-piperidine-3-methanol;tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate;n-boc-3-piperidinemethanol;1-boc-3-piperidinemethanol;tert-butyl 3-(hydroxymethyl)tetrahydro-1(2h)-pyridinecarboxylate;3-Hydroxymethyl-1-N-Boc-piperidine;MFCD03094733;1-PIPERIDINECARBOXYLIC ACID, 3-(HYDROXYMETHYL)-, 1,1-DIMETHYLETHYL ESTER;n-boc-3-hydroxymethylpiperidine;1-Boc-3-hydroxymethylpiperidine;3-Hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester;1-(tert-Butoxycarbonyl)-3-(hydroxymethyl)piperidine;3-Hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester;(R)-1-N-BOC-3-(HYDROXYMETHYL)PIPERIDINE;MFCD02683202;1-boc-3-hydroxymethyl piperidine;1-boc-3-hydroxymethyl-piperidine;1-boc-3-(hydroxymethyl)piperidine;1-(tert-Butoxycarbonyl)-3-piperidinemethanol;SCHEMBL344915;F3310-0178;n-boc-3-hydroxymethyl-piperidine;DTXSID60377169;N-Boc-3-hydroxymethyl piperidine;OJCLHERKFHHUTB-UHFFFAOYSA-N;N-Boc-3-(hydroxymethyl)piperidine;TERT-BUTYL 3-(HYDROXYMETHYL)-1-PIPERIDINECARBOXYLATE;BCP27119;N-Boc-piperidine-3-methanol, 97%;BBL100343;STL066438;AKOS000500610;AKOS016050448;R)-1-Boc-3-(hyroxymethyl)piperidine;AC-7420;CS-W019824;PB17303;PB29215;SB10242;1-t-butoxycarbonyl-3-piperidinemethanol;1-t-butyloxycarbonyl-3-piperidinemethanol;SY006182;SY017683;SY018118;1-tert-butoxycarbonylpiperidine-3-methanol;N-t-Butyloxycarbonyl-3-piperidinylmethanol;1-tert-butoxycarbonylpiperidin-3-ylmethanol;1-t-Butoxycarbonyl-3-hydroxymethylpiperidine;AM20080114;B3787;BB 0263069;FT-0601016;FT-0630119;FT-0643320;n-(tert-butoxycarbonyl)-3-piperidinemethanol;n-t-butoxycarbonyl-3-hydroxymethyl-piperidine;1-(tert-Butoxycarbonyl)piperidin-3-ylmethanol;EN300-61941;N-t-butyloxycarbonyl-3-hydroxymethylpiperidine;VU0610062-1;1-(tert-butoxycarbonyl)piperidin-3-yl methanol;N-(t-butoxycarbonyl)-3-hydroxymethylpiperidine;N-t-Butoxycarbonyl-3 -hydroxymethyl-piperidine;1-(tert-butoxycarbonyl)-piperidin-3-yl methanol;N-tert-butoxycarbonyl-3-(hydroxymethyl)piperidine;TETRAAMMINEPALLADIUM(II)CHLORIDEMONOHYDRATE;3-(hydroxy-methyl)-1-tert-butoxycarbonylpiperidine;3-(hydroxymethyl)-1-(tertbutoxycarbonyl)piperidine;3-Hydroxymethyl-N-(tert-butoxycarbonyl)-piperidine;3X-0724;rac-N-t-butyloxycarbonyl-3-hydroxymethylpiperidine;t-butyl 3-(hydroxymethyl)-1-piperidinecarboxylate;t-butyl 3-(hydroxymethyl)piperidine-1-carboxylate;3-(hydroxymethyl)-1-(tert-butoxy-carbony)piperidine;3-(hydroxymethyl)-1-(tert-butoxycarbony)piperidine;3-(hydroxymethyl)-1-(tert-butoxycarbonyl)piperidine;Q-102129;tert-Btuyl 3-(hydroxymethyl)piperidine-1-carboxylate;(+/-)-N-(t-butoxycarbonyl)-3-hydroxymethylpiperidine;tert-butyl rac 3-hydroxymethyl-piperidine-1-carboxylate;Z223656042;3-(HYDROXYMETHYL)-N-(TERT-BUTOXYCARBONYL)PIPERIDINE;tert-Butyl 3-(hydroxymethyl)tetrahydro-1(2H)pyridinecarboxylate;1,1-DIMETHYLETHYL 3-(HYDROXYMETHYL)-1-PIPERIDINECARBOXYLATE;Racemic 3-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 77-81 ºC
• Refractive Index: 1.479
• Boiling Point: 308 ºC at 760 mmHg
• PKA: 14.93±0.10(Predicted)
• Flash Point: 140.1 ºC
• PSA: 49.77000
• Density: 1.059 g/cm³
• LogP: 1.56370
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol and dimethylformamide(DMF).
• XLogP3: 1.2
• 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:

99.9% ^*data from raw suppliers

tert-Butyl3-(Hydroxymethyl)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(C1)CO
• Uses: (+/-)-1-Boc-3-(hydroxymethyl)piperidine is used as a reactant for synthesis of Pim-1 inhibitors, Vasopressin1b receptor antagonists, CXCR4 antagonists as anti-HIV agents, Amide CCR5 antagonist, PSSRI-based inhibitors of S. aureus multidrug efflux pumps and Human GnRH receptor antagonists. Reactant for synthesis of:Pim-1 inhibitorsVasopressin1b receptor antagonistsCXCR4 antagonists as anti-HIV agentsAmide CCR5 antagonistPSSRI-based inhibitors of S. aureus multidrug efflux pumpsHuman GnRH receptor antagonists

Technology Process of Tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate

There total 43 articles about Tert-butyl 3-(hydroxymethyl)piperidine-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: 98.0%

(R)-1-Boc-nipecotic acid (163438-09-3) → tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8)

Guidance literature:

(R)-1-Boc-nipecotic acid; With borane-THF; In tetrahydrofuran; at 20 ℃; for 16h;

With sodium hydroxide; water; In tetrahydrofuran; at 0 ℃; for 48h; Heating / reflux;

Reference yield: 97.9%

di-tert-butyl dicarbonate (24424-99-5) + (R)-3-hydroxymethyl piperidine (37675-20-0) → tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8)

Guidance literature:

With trimethylamine; In tetrahydrofuran; water; at 0 - 25 ℃; for 10h;

DOI:10.1016/j.ejmech.2021.113450

Reference yield: 91.0%

(R)-3-Butyryloxymethyl-piperidine-1-carboxylic acid tert-butyl ester (140695-98-3) → tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1,140645-19-8,140695-84-7,140695-85-8)

Guidance literature:

With sodium hydroxide; In ethanol;

DOI:10.1016/S0957-4166(00)86038-3

upstream raw materials:

3-(hydroxymethy)piperidine

di-tert-butyl dicarbonate

ethyl N-(t-butyloxycarbonyl)nipecotate

Ethyl nipecotate

Downstream raw materials:

tert-butyl (3R)-3-(hydroxymethyl)piperidine-1-carboxylate

3-iodomethylpiperidine-1-carboxylic acid tert-butyl ester

3-formylpiperidine-1-carboxylic acid tert-butyl ester

tert-butyl (3R)-3-(iodomethyl) piperidine-1-carboxylate

Refernces

• 1、 Pisani, Leonardo,Farina, Roberta,Catto, Marco,Iacobazzi, Rosa Maria,Nicolotti, Orazio,Cellamare, Saverio,Mangiatordi, Giuseppe Felice,Denora, Nunzio,Soto-Otero, Ramon,Siragusa, Lydia,Altomare, Cosimo Damiano,Carotti, Angelo. "Exploring Basic Tail Modifications of Coumarin-Based Dual Acetylcholinesterase-Monoamine Oxidase B Inhibitors: Identification of Water-Soluble, Brain-Permeant Neuroprotective Multitarget Agents". . p. 6791 - 6806. Retrieved 2016.
• 2、 Caiger, Lewis,Constantin, Timothée,Douglas, James J.,Juliá, Fabio,Leonori, Daniele,Sheikh, Nadeem S.,Sinton, Conar. "Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon". . p. 10448 - 10454. Retrieved 2021/08/20.
• 3、 -. "SUBSTITUTED (PIPERIDIN-1-YL)ARYL ANALOGUES FOR MODULATING AVILACTIVITY". . . Retrieved 2020/11/12.