(S)-tert-butyl (piperidin-3-ylmethyl)carbamate

Base Information

• Chemical Name: (S)-tert-butyl (piperidin-3-ylmethyl)carbamate
• CAS No.: 1016167-99-9
• Molecular Formula: C11H22N2O2
• Molecular Weight: 214.308
• European Community (EC) Number: 805-067-7
• Mol file: 1016167-99-9.mol

Synonyms:1016167-99-9;(S)-tert-butyl (piperidin-3-ylmethyl)carbamate;(S)-3-N-BOC-AMINOMETHYLPIPERIDINE;tert-butyl N-[[(3S)-piperidin-3-yl]methyl]carbamate;tert-butyl N-[(3S)-piperidin-3-ylmethyl]carbamate;(S)-3-(Boc-aMinoMethyl)-piperidine;tert-butyl N-{[(3S)-piperidin-3-yl]methyl}carbamate;MFCD03093385;(S)-1-piperidin-3-ylmethylcarbamic acid tert-butyl ester;(S)-tert-butyl(piperidin-3-ylmethyl)carbamate;SCHEMBL2521258;(S)-PIPERIDIN-3-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER;AMY18672;AKOS007930539;CS-W006519;CARBAMIC ACID, N-[(3S)-3-PIPERIDINYLMETHYL]-, 1,1-DIMETHYLETHYL ESTER;A25836;EN300-4346658;(S)-1-piperidin-3-ylmethyl-carbamic acid tert-butyl ester

Chemical Property of (S)-tert-butyl (piperidin-3-ylmethyl)carbamate

Chemical Property:

• PSA: 50.36000
• LogP: 2.23040
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 214.168127949
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1CCCNC1
• Isomeric SMILES: CC(C)(C)OC(=O)NC[C@H]1CCCNC1

Technology Process of (S)-tert-butyl (piperidin-3-ylmethyl)carbamate

There total 5 articles about (S)-tert-butyl (piperidin-3-ylmethyl)carbamate 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: 74.0%

C18H28N2O2 → (S)-1-piperidin-3-ylmethylcarbamic acid tert-butyl ester (1016167-99-9)

Guidance literature:

With 5%-palladium/activated carbon; In methanol; at 20 - 25 ℃; under 3750.38 Torr; Reagent/catalyst; Inert atmosphere; Autoclave; Large scale;

Reference yield: 65.0%

tert-butyl (piperidin-3-ylmethyl)carbamate (142643-29-6) → (S)-1-piperidin-3-ylmethylcarbamic acid tert-butyl ester (1016167-99-9)

Guidance literature:

tert-butyl (piperidin-3-ylmethyl)carbamate; With (-)-di-p-toluoyl-L-tartaric acid; In methanol; Reflux; Resolution of racemate;

With sodium carbonate; In water; at 0 ℃; Resolution of racemate;

Reference yield:

(S)-piperidine-3-carboxylic acid amide hydrochloride (1026661-43-7,1214903-21-5) → (S)-1-piperidin-3-ylmethylcarbamic acid tert-butyl ester (1016167-99-9)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 10 - 20 °C / Inert atmosphere; Large scale

2: lithium aluminium tetrahydride / tetrahydrofuran / 40 - 55 °C / Inert atmosphere; Large scale

3: potassium carbonate / water; ethanol / 10 - 20 °C / Large scale

4: 5%-palladium/activated carbon / methanol / 20 - 25 °C / 3750.38 Torr / Inert atmosphere; Autoclave; Large scale

With lithium aluminium tetrahydride; 5%-palladium/activated carbon; potassium carbonate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl (piperidin-3-ylmethyl)carbamate

(S)-piperidine-3-carboxylic acid amide hydrochloride

C₁₃H₂₀N₂

Downstream raw materials:

C₂₇H₃₇N₇O₄

tert-butyl ((S)-1-((S)-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylcarbamate

tert-butyl ((R)-1-((R)-3-(4-methylbenzyl)-2-oxothiazolidine-4-carbonyl)piperidin-3-yl)methylcarbamate

tert-butyl ((R)-1-((S)-1-(2-bromobenzyl)-5-oxopyrrolidine-2-carbonyl)piperidin-3-yl)methylcarbamate

Refernces

• 1、 -. "CHIRAL 1-(4-METHYLPHENYLMETHYL)-5-OXO-{N-[(3-T-BUTOXYCARBONYL- AMINOMETHYL)]-PIPERIDIN-1-YL}-PYRROLIDINE-2-CARBOXAMIDES AS INHIBITORS OF COLLAGEN INDUCED PLATELET ACTIVATION AND ADHESION". Page/Page column 17-18. . Retrieved 2012/08/27.