1-N-Boc-3,4-dihydro-2H-pyridine

Base Information

• Chemical Name: 1-N-Boc-3,4-dihydro-2H-pyridine
• CAS No.: 131667-57-7
• Molecular Formula: C10H17 N O2
• Molecular Weight: 183.25
• Hs Code.: 2933399090
• European Community (EC) Number: 686-936-6
• DSSTox Substance ID: DTXSID50440316
• Nikkaji Number: J741.571K
• Wikidata: Q72449146
• Mol file: 131667-57-7.mol

Synonyms:131667-57-7;1-N-Boc-3,4-dihydro-2H-pyridine;tert-butyl 3,4-dihydropyridine-1(2h)-carboxylate;n-boc-3,4-dihydro-2h-pyridine;1-Boc-3,4-dihydro-2H-pyridine;Tert-butyl 3,4-dihydro-2H-pyridine-1-carboxylate;MFCD00798175;tert-butyl 1,2,3,4-tetrahydropyridine-1-carboxylate;SCHEMBL2600436;1-t-boc-5,6-didehydropiperidine;DTXSID50440316;VIBQTJLMJANION-UHFFFAOYSA-N;1(2H)-Pyridinecarboxylic acid, 3,4-dihydro-, 1,1-dimethylethyl ester;AKOS015914298;AC-6547;SB23189;N-Boc-3,4-dihydro-2H-pyridine, 97%;AS-38533;CS-0009353;FT-0687232;EN300-657173;tert-Butyl3,4-dihydropyridine-1(2H)-carboxylate;tert-Butyl 3,4-dihydro-1(2H)-pyridinecarboxylate;1-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydropyridine;3,4-dihydro-2h-pyridine-1-carboxylic acid tert-butyl ester

Chemical Property of 1-N-Boc-3,4-dihydro-2H-pyridine

Chemical Property:

• Vapor Pressure: 0.018mmHg at 25°C
• Refractive Index: n20/D1.477
• Boiling Point: 254 ºC
• PKA: -0.56±0.20(Predicted)
• Flash Point: 107 ºC
• PSA: 29.54000
• Density: 1.029
• LogP: 2.46890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 183.125928785
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

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

1-N-Boc-3,4-Dihydro-2H-pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC=C1

Technology Process of 1-N-Boc-3,4-dihydro-2H-pyridine

There total 34 articles about 1-N-Boc-3,4-dihydro-2H-pyridine 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: 96.0%

N-Boc-1,2,3,6-tetrahydropyridine (85838-94-4) → tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate (131667-57-7)

Guidance literature:

With iron(II) acetate; dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; lithium tert-butoxide; In toluene; at 100 ℃; for 36h; Inert atmosphere;

DOI:10.1021/jacs.0c08631

Reference yield: 95.0%

tert-butyl 2-hydroxypiperidine-1-carboxylate (86953-81-3) → tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate (131667-57-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; at 160 - 180 ℃;

DOI:10.1021/jo960153y

Reference yield: 92.0%

N-(tert-butyloxycarbonyl)-5-aminopentanol (75178-90-4) → tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate (131667-57-7)

Guidance literature:

With pyridine; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)00998-4

upstream raw materials:

t-butyl piperidinecarboxylate

cyclohexanone

tert-butyl 3-methoxypiperidine-1-carboxylate

tert-butyl 2-hydroxypiperidine-1-carboxylate

Downstream raw materials:

tert-butyl 5-(2-aminophenyl)-3,4-dihydropyridine-1(2H)-carboxylate

Refernces

• 1、 Dieter, R. Karl,Sharma, Ram R.. "A facile preparation of enecarbamates". . p. 4180 - 4184. Retrieved 1996.
• 2、 Imamoto, Tsuneo,Ito, Hajime,Iwamoto, Hiroaki,Ozawa, Yu,Takenouchi, Yuta. "Backbone-Modified C2-Symmetrical Chiral Bisphosphine TMS-QuinoxP*: Asymmetric Borylation of Racemic Allyl Electrophiles". supporting information. p. 6413 - 6422. Retrieved 2021/05/31.
• 3、 Tereshchenko, Oleksandr D.,Perebiynis, Maryana Y.,Knysh, Irina V.,Vasylets, Olesia V.,Sorochenko, Anna A.,Slobodyanyuk, Eugeniy Y.,Rusanov, Eduard B.,Borysov, Oleksandr V.,Kolotilov, Sergey V.,Ryabukhin, Sergey V.,Volochnyuk, Dmitriy M.. "Electrochemical Scaled-up Synthesis of Cyclic Enecarbamates as Starting Materials for Medicinal Chemistry Relevant Building Bocks". . p. 3229 - 3242. Retrieved 2020/07/06.