Tert-butyl 5-oxoazocane-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 5-oxoazocane-1-carboxylate
• CAS No.: 1309359-79-2
• Molecular Formula: C₁₂H₂₁NO₃
• Molecular Weight: 227.304
• European Community (EC) Number: 841-781-5
• Nikkaji Number: J2.943.974E
• Mol file: 1309359-79-2.mol

Synonyms:tert-butyl 5-oxoazocane-1-carboxylate;1309359-79-2;tert-Butyl 5-oxo-1-Azocanecarboxylate;tert-butyl5-oxoazocane-1-carboxylate;SCHEMBL4181120;OHBOOHCNAFIGLR-UHFFFAOYSA-N;AKOS025148557;SB13493;PS-16743;CS-0079068;D74030;EN300-107693;5-Oxo-3,4,5,6,7,8-hexahydroazocine-1(2H)-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 5-oxoazocane-1-carboxylate

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 227.15214353
• Heavy Atom Count: 16
• Complexity: 256

Purity/Quality:

97% ^*data from raw suppliers

tert-?Butyl5-?oxo-?1-?Azocanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(=O)CCC1
• Uses: tert-?Butyl 5-?oxo-?1-?Azocanecarboxylate is a reactant in the synthesis of lycopodium alkaloids.

Technology Process of Tert-butyl 5-oxoazocane-1-carboxylate

There total 17 articles about Tert-butyl 5-oxoazocane-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%

tert-butyl (Z)-5-oxo-3,4,5,8-tetrahydroazocine-1(2H)-carboxylate → tert-butyl 5-oxoazocane-1-carboxylate (1309359-79-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 20h;

DOI:10.1055/s-0037-1611018

Reference yield: 88.0%

tert-butyl 3-hydroxy-3-vinylpiperidine-1-carboxylate → tert-butyl 5-oxoazocane-1-carboxylate (1309359-79-2) + C12H21NO3

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylphosphonium 2,2,2-trifluoroacetate; 2,4,6-Triisopropylthiophenol; In toluene; at 35 ℃; for 24h; Inert atmosphere; Irradiation; Glovebox;

DOI:10.1021/jacs.9b03973

Reference yield: 84.0%

tert-butyl 3-hydroxy-3-vinylpiperidine-1-carboxylate → tert-butyl 5-oxoazocane-1-carboxylate (1309359-79-2)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetrabutylphosphonium 2,2,2-trifluoroacetate; In toluene; at 35 ℃; for 48h; Reagent/catalyst; Solvent; regioselective reaction; Catalytic behavior; Inert atmosphere; Irradiation; Glovebox;

DOI:10.1021/jacs.9b03973

upstream raw materials:

1-tert-butyl 4-ethyl 5-oxoazocane-1,4-dicarboxylate

tert-butyl 4-oxoazepane-1-carboxylate

N-(tert-butoxycarbonyl)-4-aminobutanoic acid

tert-butyl 2-oxopyrrolidine-1-carboxylate