(3S,4R)-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Base Information

Chemical Name:(3S,4R)-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester
CAS No.:133444-97-0
Molecular Formula:C₉H₁₅NO₂
Molecular Weight:169.224
Hs Code.:
DSSTox Substance ID:DTXSID901197015
Nikkaji Number:J1.513.200K

Synonyms:133366-43-5;(3S,4R)-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester;ethyl (3S,4R)-1-azabicyclo[2.2.1]heptane-3-carboxylate;(1R,3S,4R)-rel-Ethyl 1-azabicyclo[2.2.1]heptane-3-carboxylate;(1R,3S,4R)-rel-Ethyl1-azabicyclo[2.2.1]heptane-3-carboxylate;DTXSID901197015;ETHYL (1R,3S,4R)-1-AZABICYCLO[2.2.1]HEPTANE-3-CARBOXYLATE;133444-97-0

Suppliers and Price of (3S,4R)-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3S,4R)-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Chemical Property:

XLogP3:0.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:169.110278721
Heavy Atom Count:12
Complexity:193

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCOC(=O)C1CN2CCC1C2
Isomeric SMILES:CCOC(=O)[C@@H]1CN2CC[C@H]1C2

Technology Process of (3S,4R)-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

There total 13 articles about (3S,4R)-1-Azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester 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: 70.0%

: 133745-58-1
(1R,3S,4S)-1-Benzyl-3-ethoxycarbonyl-1-azonia-bicyclo[2.2.1]heptane; bromide

: 114704-10-8,115594-72-4,133366-43-5,133444-97-0,133813-64-6,133813-65-7,134234-17-6,137940-37-5
(1R,3R,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1016/S0040-4039(00)92055-0

Reference yield:

: 4664-08-8
cinchomeronic anhydride

: 114704-10-8,115594-72-4,133366-43-5,133444-97-0,133813-64-6,133813-65-7,134234-17-6,137940-37-5
(1R,3R,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₄ / toluene; dimethylformamide / 1.5 h / -20 - 35 °C

2: 5 M HCl / 0.5 h / Heating

3: H₂, AcOH / 10percent Rh/C / ethanol / 24 h / 90 °C / 51714.8 Torr

4: K₂CO₃ / ethanol / 0.75 h / Ambient temperature

5: HBr (gas) / 216 h / Ambient temperature

6: aq. K₂CO₃

7: H₂, AcOH / 10percent Pd/C / ethanol / 40 °C / 760 Torr

With hydrogenchloride; sodium tetrahydroborate; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; palladium on activated charcoal; Rh on carbon; In ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00113a009

Reference yield:

: 3393-45-1
5,6-dihydro-pyran-2-one

: 114704-10-8,115594-72-4,133366-43-5,133444-97-0,133813-64-6,133813-65-7,134234-17-6,137940-37-5
endo-ethyl 1-azabicyclo[2.2.1]heptane-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) HBr gas, 2.) aq. K₂CO₃, 3.) H₂ / 3.) 10percent Pd/C

With hydrogen bromide; hydrogen; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane;
DOI:10.1021/jm00091a007