1-Boc-4-Methylpiperidine

Base Information

• Chemical Name: 1-Boc-4-Methylpiperidine
• CAS No.: 123387-50-8
• Molecular Formula: C11H21 N O2
• Molecular Weight: 199.293
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80462268
• Nikkaji Number: J1.577.664A
• Wikidata: Q82286775
• Mol file: 123387-50-8.mol

Synonyms:1-Boc-4-Methylpiperidine;123387-50-8;Tert-butyl 4-methylpiperidine-1-carboxylate;1-boc-4-methyl-piperidine;MFCD04114947;N-tert-Butyloxycarbonyl-4-methyl-2-piperidine;4-Methylpiperidine-1-carboxylic acid tert-butyl ester;n-boc-4-methylpiperidine;SCHEMBL13319;4-methyl-piperidine-1-carboxylic acid tert-butyl ester;DTXSID80462268;OXSSNJRGXRJNPX-UHFFFAOYSA-N;AKOS006343447;AB19326;AC-6701;AS-36750;Tert-butyl4-methylpiperidine-1-carboxylate;CS-0069646;FT-0734052;EN300-152938;J-803030;1-PIPERIDINECARBOXYLIC ACID, 4-METHYL-, 1,1-DIMETHYLETHYL ESTER

Chemical Property of 1-Boc-4-Methylpiperidine

Chemical Property:

• Vapor Pressure: 0.0167mmHg at 25°C
• Refractive Index: 1.46
• Boiling Point: 255°Cat760mmHg
• Flash Point: 108°C
• PSA: 29.54000
• Density: 0.973g/cm³
• LogP: 2.59130
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane, Ether, Ethyl Acetate, Hexanes
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.157228913
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

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

1-Boc-4-methylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCN(CC1)C(=O)OC(C)(C)C
• Uses: 1,4-Disubstituted piperidine derivative, used in the preparation of thrombin inhibitors.

Technology Process of 1-Boc-4-Methylpiperidine

There total 9 articles about 1-Boc-4-Methylpiperidine 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%

4-methylpiperidin (626-58-4) + di-tert-butyl dicarbonate (24424-99-5) → 4-methylpiperidine-1-carboxylic acid tert-butyl ester (123387-50-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0960-894X(01)00351-1

Reference yield: 99.0%

picoline (108-89-4) + di-tert-butyl dicarbonate (24424-99-5) → 4-methylpiperidine-1-carboxylic acid tert-butyl ester (123387-50-8)

Guidance literature:

picoline; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; borane-ammonia complex; In 2,2,2-trifluoroethanol; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;

di-tert-butyl dicarbonate; With triethylamine; In 2,2,2-trifluoroethanol; at 20 ℃; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/chem.202002777

Reference yield: 97.0%

tert-butyl 4-methylidenepiperidine-1-carboxylate (159635-49-1) → 4-methylpiperidine-1-carboxylic acid tert-butyl ester (123387-50-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; for 24h; Inert atmosphere;

DOI:10.1021/jacs.8b04890

upstream raw materials:

4-methylpiperidin

di-tert-butyl dicarbonate

1-benzhydryl-4-methyl-piperidine

tert-butyl 4-methylidenepiperidine-1-carboxylate

Downstream raw materials:

C₁₄H₁₉NO₂

C₁₉H₂₇NO₄

C₁₂H₂₁NO₄

Refernces

• 1、 Cossy, Janine,Belotti, Damien. "A short synthesis of argatroban: A potent selective thrombin inhibitor". . p. 1989 - 1992. Retrieved 2001.
• 2、 Cao, Yanwei,Huang, Yang,He, Lin. "Sustainable Route Toward N-Boc Amines: AuCl3/CuI-Catalyzed N-tert-butyloxycarbonylation of Amines at Room Temperature". . . Retrieved 2021/12/22.
• 3、 Cao, Yanwei,Yang, Jian-Gong,Deng, Yi,Wang, Shengchun,Liu, Qi,Shen, Chaoren,Lu, Wei,Che, Chi-Ming,Chen, Yong,He, Lin. "Amine-Responsive Disassembly of AuI–CuI Double Salts for Oxidative Carbonylation". supporting information. p. 2080 - 2084. Retrieved 2019/12/24.