Tert-butyl 4-(methylamino)piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(methylamino)piperidine-1-carboxylate
• CAS No.: 147539-41-1
• Molecular Formula: C11H22N2O2
• Molecular Weight: 214.308
• Hs Code.: 29339900
• European Community (EC) Number: 626-457-1
• ChEMBL ID: CHEMBL4581498
• DSSTox Substance ID: DTXSID80572210
• Wikidata: Q72449912
• Mol file: 147539-41-1.mol

Synonyms:147539-41-1;1-Boc-4-methylaminopiperidine;tert-butyl 4-(methylamino)piperidine-1-carboxylate;1-boc-4-(methylamino)piperidine;1-Boc-4-methylaminopieridine;4-methylamino-piperidine-1-carboxylic acid tert-butyl ester;1-n-boc-4-methylaminopiperidine;MFCD02259411;4-(Methylamino)piperidine-1-carboxylic acid tert-butyl ester;4-(methylamino)piperidine, n1-boc protected;EN300-38882;N-Boc-4-methylaminopieridine;n-boc-4-methylaminopiperidine;1-PIPERIDINECARBOXYLIC ACID, 4-(METHYLAMINO)-, 1,1-DIMETHYLETHYL ESTER;1-(tert-Butoxycarbonyl)-4-(methylamino)piperidine;1-BOC-4-methylaminopiperdine;SCHEMBL215297;1-BOC-4-methylamino piperidine;CHEMBL4581498;DTXSID80572210;n-boc-4-n-methylamino piperidine;4-n-methylamino-1-boc-piperidine;CZYUGTLMFHDODF-UHFFFAOYSA-N;BDBM626163;1-n-boc-4-(methylamino)piperidine;1-N-Boc-4-Methylamino Piperidine;BCP14096;CS-D0641;STR08631;AKOS005255331;AB11713;PS-3866;1-Boc-4-(methylamino)piperidine, 96%;SY017173;1-tert-butoxycarbonyl-4-methylaminopiperidine;4-methylamino-1-tert-butoxycarbonylpiperidine;AM20080362;B4015;4-methylamino-1-tert-butoxycarbonyl piperidine;4-methylamino-1-tert-butoxycarbonyl-piperidine;1-(tert-butoxycarbonyl)-4-methylaminopiperidine;1-tert-Butoxycarbonyl-4-(methylamino)piperidine;tert-Butyl 4-Methylamino-1-piperidinecarboxylate;tert-butyl 4-methylaminopiperidine-1-carboxylate;4-(n-methylamino)-1-tert-butoxycarbonylpiperidine;A928614;tert butyl 4-(methylamino)piperidine-1-carboxylate;tert-butyl 4-(methylamino)-1-piperidinecarboxylate;tert-Butyl 4-(methylamino)piperidine-1-carboxylat;tert-butyl4-(methylamino)piperidine-1-carboxylate;tert-butyl 4-(methylamino)-piperidine-1-carboxylate;W-205661;1-(tert-Butyloxycarbonyl)-4-(N-methylamino)piperidine;1-(1,1-Dimethylethoxy)carbonyl-4-methylaminopiperidine;Z381661854;4-Methylamino-1-piperidinecarboxylic Acid tert-Butyl Ester;4-methylaminopiperidine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 4-(methylamino)piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.485
• Boiling Point: 289.003 °C at 760 mmHg
• PKA: 10.19±0.20(Predicted)
• Flash Point: 128.585 °C
• PSA: 41.57000
• Density: 1.019 g/cm³
• LogP: 1.93410
• Storage Temp.: Room temperature.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.168127949
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T
• Statements: 36/37/38-50-25
• Safety Statements: 26-61-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)NC
• Uses: 1-Boc-4-(methylamino)piperidine is used as an organic chemical synthesis intermediate. 1-Boc-4-methylaminopiperidine is a derivatieve of 3-Methylaminopiperidine Dihydrochloride, which is a a key intermediate for the antibacterial agent balofloxacin.

Technology Process of Tert-butyl 4-(methylamino)piperidine-1-carboxylate

There total 11 articles about Tert-butyl 4-(methylamino)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: 100.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + methylamine (74-89-5) → 4-methylamino-piperidine-1-carboxylic acid tert-butyl ester (147539-41-1)

Guidance literature:

N-tert-butyloxycarbonylpiperidin-4-one; methylamine; In methanol; for 1h; pH=5 - 6;

With methanol; sodium cyanoborohydride; for 12h; Cooling with ice;

Reference yield: 93.0%

tert-butyl 4-(N-benzyl-N-methylamino)piperidine-1-carboxylate (191212-86-9) → 4-methylamino-piperidine-1-carboxylic acid tert-butyl ester (147539-41-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 50 ℃; under 3750.38 Torr;

Reference yield: 57.0%

titanium(IV) isopropylate (546-68-9) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 4-methylamino-piperidine-1-carboxylic acid tert-butyl ester (147539-41-1)

Guidance literature:

With aqueous ammonia; sodium borohydrid; methylamine hydrochloride; triethylamine; In ethanol; water;

upstream raw materials:

4-(N-(2-phenylethyl)amino)-1-(tert-butoxycarbonyl)piperidine

methylamine hydrochloride

N-tert-butyloxycarbonylpiperidin-4-one

methylamine

Downstream raw materials:

C₃₃H₃₅Cl₃N₆O₄S

4-(acetyl-methyl-amino)-piperidine-1-carboxylic acid tert-butyl ester

4-[(2S-benzyloxycarbonylamino-3,3-dimethylbutyryl)methylamino]piperidine-1-carboxylic acid tert-butyl ester

4-(((benzyloxy)carbonyl)(methyl)amino)piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "DEGRADATION OF ANDROGEN RECEPTOR (AR) BY CONJUGATION OF AR ANTAGONISTS WITH E3 LIGASE LIGAND AND METHODS OF USE". Paragraph 0219-0221. . Retrieved 2021/04/02.
• 2、 -. "SMO (smoothened) inhibitor containing benzoylpiperidine structure and preparation and application methods thereof". Paragraph 0072; 0077; 0078; 0079. . Retrieved 2019/05/22.