Methyl 1-azabicyclo[2.2.1]heptane-3-carboxylate

Base Information

• Chemical Name: Methyl 1-azabicyclo[2.2.1]heptane-3-carboxylate
• CAS No.: 121564-88-3
• Molecular Formula: C8H13NO2
• Molecular Weight: 155.197
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50557791
• Mol file: 121564-88-3.mol

Synonyms:Methyl 1-azabicyclo[2.2.1]heptane-3-carboxylate;121564-88-3;122684-38-2;1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, methyl ester;1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, methyl ester, exo- (9CI);SCHEMBL7266907;DTXSID50557791;AKOS006273463;L002012;exo-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester;methyl 1-azabicyclo[2.2.1]heptane-4-carboxylate hydrobromide

Chemical Property of Methyl 1-azabicyclo[2.2.1]heptane-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.349mmHg at 25°C
• Boiling Point: 199oC at 760 mmHg
• Flash Point: 78.2oC
• PSA: 29.54000
• Density: 1.15g/cm3
• LogP: 0.04900
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 155.094628657
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

METHYL 1-AZABICYCLO[2.2.1]HEPTANE-3-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CN2CCC1C2

Technology Process of Methyl 1-azabicyclo[2.2.1]heptane-3-carboxylate

There total 20 articles about Methyl 1-azabicyclo[2.2.1]heptane-3-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: 80.0%

methanol (67-56-1) + 3-(1,3-dithian-2-ylidene)-1-azabicylo<2.2.1>heptane (114704-09-5) → endo-3-carbomethoxy-1-azabicylo<2.2.1>heptane (115594-66-6,121564-88-3,122684-38-2,129595-00-2,133963-77-6,133963-79-8) + (+/-)-exo-methyl 1-azabicyclo<2.2.1>heptane-3-carboxylate (115594-66-6,121564-88-3,122684-38-2,129595-00-2,133963-77-6,133963-79-8)

Guidance literature:

With hydrogenchloride; at 55 ℃; for 4h;

DOI:10.1021/jm00172a003

Reference yield: 80.0%

methanol (67-56-1) + 3-(1,3-dithian-2-ylidene)-1-azabicylo<2.2.1>heptane (114704-09-5) → endo-3-carbomethoxy-1-azabicylo<2.2.1>heptane (115594-66-6,121564-88-3,122684-38-2,129595-00-2,133963-77-6,133963-79-8) + (+/-)-exo-methyl 1-azabicyclo<2.2.1>heptane-3-carboxylate (115594-66-6,121564-88-3,122684-38-2,129595-00-2,133963-77-6,133963-79-8)

Guidance literature:

With hydrogenchloride; at 55 ℃; for 4h;

DOI:10.1021/jm00172a003

Reference yield:

1-azabicyclo[2.2.1]heptan-3-one (21472-89-9) → endo-3-carbomethoxy-1-azabicylo<2.2.1>heptane (115594-66-6,121564-88-3,122684-38-2,129595-00-2,133963-77-6,133963-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) hexane, THF, -35 deg C, 1.5 h, 2.) a) -45 deg C to 22 deg C, b) 22 deg C, 1 h

2: 7 percent / HCl (gas) / 4 h / 55 °C

With hydrogenchloride; n-butyllithium;

DOI:10.1021/jm00172a003

upstream raw materials:

methanol

3-(1,3-dithian-2-ylidene)-1-azabicylo<2.2.1>heptane

1-azabicyclo[2.2.1]heptan-3-one

methyl 1-(2-methoxy-2-oxoethyl)pyrrolidine-3-carboxylate

Downstream raw materials:

exo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo<2.2.1>heptane