N-Cbz-Nortropinone

Base Information

• Chemical Name: N-Cbz-Nortropinone
• CAS No.: 130753-13-8
• Molecular Formula: C15H17NO3
• Molecular Weight: 259.305
• Hs Code.: 2933990090
• European Community (EC) Number: 871-108-0
• DSSTox Substance ID: DTXSID80926890
• Nikkaji Number: J347.201I
• Mol file: 130753-13-8.mol

Synonyms:N-Cbz-Nortropinone;Benzyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate;

Chemical Property of N-Cbz-Nortropinone

Chemical Property:

• Vapor Pressure: 4.04E-07mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 415.7 °C at 760 mmHg
• PKA: -1.70±0.20(Predicted)
• Flash Point: 205.2 °C
• PSA: 46.61000
• Density: 1.241 g/cm³
• LogP: 2.45700
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 259.12084340
• Heavy Atom Count: 19
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

N-Cbz-4-Nortropinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(=O)CC1N2C(=O)OCC3=CC=CC=C3

Technology Process of N-Cbz-Nortropinone

There total 9 articles about N-Cbz-Nortropinone 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%

benzyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate (96951-89-2) → benzyl 3-oxo-8-azabicyclo[3,2,1]octane-8-carboxylate (130753-13-8)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; In Isopropyl acetate; at 0 ℃; for 2.16667h; Inert atmosphere;

DOI:10.1021/jo801830x

Reference yield: 88.0%

3-oxo-8-azabicyclo[3.2.1]octane hydrochloride (25602-68-0) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 3-oxo-8-azabicyclo[3,2,1]octane-8-carboxylate (130753-13-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield: 69.3%

nortropinone (5632-84-8) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 3-oxo-8-azabicyclo[3,2,1]octane-8-carboxylate (130753-13-8)

Guidance literature:

In dichloromethane; at 0 ℃; for 2h;

upstream raw materials:

3-oxo-8-azabicyclo[3.2.1]octane hydrochloride

benzyl chloroformate

nortropinone

benzyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate

Downstream raw materials:

benzyl (1S,5R)-(-)-3-trimethylsiloxy-8-azabicyclo<3.2.1>oct-2-ene-8-carboxylate

3-(1H-indol-3-yl)-8-aza-bicyclo[3.2.1]oct-2-ene-8-carboxylic acid benzyl ester

methyl (2R,5S)-(-)-1-benzyloxycarbonyl-5-hydroxymethylpyrrolidin-2-ylethanoate

benzyl (2S,5S)-2-but-1-enyl-5-pent-4-enylpyrrolidine-1-carboxylate