123387-51-9 Usage
Description
4,4-(Ethylenedioxy)-1-tert-butoxycarbonylpiperidine, also known as 1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylic acid 1,1-dimethylethyl ester (CAS# 123387-51-9), is a white solid compound that is useful in organic synthesis. It is characterized by its ethylenedioxy and tert-butoxycarbonyl groups attached to a piperidine ring, which contribute to its unique chemical properties and potential applications.
Uses
Used in Organic Synthesis:
4,4-(Ethylenedioxy)-1-tert-butoxycarbonylpiperidine is used as an intermediate in organic synthesis for the production of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for versatile chemical reactions, making it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,4-(ethylenedioxy)-1-tert-butoxycarbonylpiperidine is used as a key intermediate in the synthesis of drugs with potential therapeutic applications. Its presence in the molecular structure can influence the drug's pharmacokinetics, pharmacodynamics, and overall efficacy.
Used in Agrochemical Industry:
4,4-(Ethylenedioxy)-1-tert-butoxycarbonylpiperidine is also utilized in the agrochemical industry for the development of novel pesticides and herbicides. Its unique chemical properties can contribute to the design of more effective and environmentally friendly agrochemicals.
Used in Specialty Chemicals:
In the specialty chemicals sector, 4,4-(ethylenedioxy)-1-tert-butoxycarbonylpiperidine is employed in the synthesis of various high-value compounds, such as dyes, fragrances, and other functional materials. Its versatility in organic synthesis makes it an essential component in the development of innovative specialty chemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 123387-51-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,3,3,8 and 7 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 123387-51:
(8*1)+(7*2)+(6*3)+(5*3)+(4*8)+(3*7)+(2*5)+(1*1)=119
119 % 10 = 9
So 123387-51-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H21NO4/c1-11(2,3)17-10(14)13-6-4-12(5-7-13)15-8-9-16-12/h4-9H2,1-3H3
123387-51-9Relevant articles and documents
Total synthesis of tropinone using 1,3-dipolar cycloaddition of cyclic azomethine ylide and phenyl vinyl sulfone as the key step
Laha, Joydev K.
, p. 254 - 256 (2010)
Total synthesis of tropinone from the readily available piperidone 2 is described. The rapid assembly of the tropane skeleton was achieved by 1,3-dipolar cycloaddition of cyclic azomethine ylide 3 to phenyl vinyl sulfone.
High-Temperature Boc Deprotection in Flow and Its Application in Multistep Reaction Sequences
Bogdan, Andrew R.,Charaschanya, Manwika,Dombrowski, Amanda W.,Wang, Ying,Djuric, Stevan W.
supporting information, p. 1732 - 1735 (2016/05/19)
A simplified Boc deprotection using a high-temperature flow reactor is described. The system afforded the qualitative yield of a wide variety of deprotected substrates within minutes using acetonitrile as the solvent and without the use of acidic conditions or additional workups. Highly efficient, multistep reaction sequences in flow are also demonstrated wherein no extraction or isolation was required between steps.
Electrochemical access to 8-(1-phenyl-ethyl)-1,4-dioxa-8-aza-spiro[4.5] decane-7-carbonitrile. Application to the asymmetric syntheses of (+)-myrtine and alkaloid (+)-241D
Vu, Van Ha,Louafi, Fadila,Girard, Nicolas,Marion, Ronan,Roisnel, Thierry,Dorcet, Vincent,Hurvois, Jean-Pierre
, p. 3358 - 3373 (2014/05/06)
The total syntheses of both enantiomers of trans-quinolizidine (+)-myrtine and cis-2,4,6-trisubstituted piperidine alkaloid (+)-241D are reported here. Our approach was based on the N-Boc-directed metalation of enantiopure 4-piperidone (-)-11, which was prepared in four steps from α-amino nitrile 6 through a stereoselective alkylation-reduction decyanation process. α-Amino nitrile 6 was prepared at the anode through electrochemical oxidation of 4-piperidone (+)-5. In our study, α-phenylethylamine (α-PEA) allowed an efficient 1-3 stereoinduction, and an orthogonal cleavage of the N-Boc protecting group in piperidone derivatives was carried out by stirring them in a suspension of SnCl4·(Et2O)2 complex in diethyl ether. When appropriate, the ers were determined by proton and carbon NMR spectroscopy utilizing (+)-tert-butylphenylphosphinothioic acid and (+)-DBTA as chiral solvating agents.
