87120-72-7 Usage
Description
4-Amino-1-Boc-piperidine, also known as tert-butyl 4-aminopiperidine-1-carboxylate, is a chemical compound that serves as an important building block in the synthesis of various pharmaceutical compounds. It is characterized by the presence of a piperidine ring with an amino group at the 4-position and a Boc-protecting group at the 1-position. This structure allows for versatile synthetic applications in medicinal chemistry.
Uses
Used in Pharmaceutical Synthesis:
4-Amino-1-Boc-piperidine is used as a chemical reagent for the preparation of pharmaceutical compounds. Its unique structure allows for the synthesis of a wide range of biologically active molecules, making it a valuable intermediate in the development of new drugs.
Used in Bromodomain Inhibitors Synthesis:
In the field of anti-tumor therapy, 4-Amino-1-Boc-piperidine is used as a key component in the synthesis of bromodomain inhibitors. These inhibitors play a crucial role in regulating gene expression and cell cycle progression, making them potential therapeutic agents for the treatment of various cancers.
Used in HepG2 Cell Cycle Inhibitors Synthesis:
4-Amino-1-Boc-piperidine is also employed in the synthesis of HepG2 cell cycle inhibitors, which are used in anti-tumor therapy. These inhibitors target specific cell cycle proteins, leading to the arrest of cell division and the prevention of tumor growth.
Used in Microwave-Assisted Solid-Phase Synthesis:
4-Amino-1-Boc-piperidine is utilized in a microwave-assisted solid-phase synthesis of N-substituted piperidines. This method involves the direct annulation of primary amines with resin-bound dimesylates, allowing for the efficient and rapid synthesis of a variety of N-substituted piperidine derivatives.
Used in CCR5 Receptor Inhibition:
4-Amino-1-Boc-piperidine is a potent inhibitor of the CCR5 receptor, which is involved in the growth and proliferation of cancer cells. By targeting the CCR5 receptor, this compound is able to inhibit the growth of cancer cells and has been shown to be effective in blocking the production of cytokines, such as interleukin 2, that are necessary for cell division and growth.
Used in X-Ray Crystal Structure Analysis:
The x-ray crystal structure of 4-Amino-1-Boc-piperidine in a hydroxide solution has been determined, providing valuable insights into its binding interactions with the CCR5 receptor. This structural information is crucial for understanding the molecular basis of its inhibitory activity and for the design of more potent and selective CCR5 inhibitors.
Check Digit Verification of cas no
The CAS Registry Mumber 87120-72-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,1,2 and 0 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 87120-72:
(7*8)+(6*7)+(5*1)+(4*2)+(3*0)+(2*7)+(1*2)=127
127 % 10 = 7
So 87120-72-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H20N2O2/c1-10(2,3)14-9(13)12-6-4-8(11)5-7-12/h8H,4-7,11H2,1-3H3/p+1
87120-72-7Relevant articles and documents
Copper-catalysed amination of alkyl iodides enabled by halogen-atom transfer
Barthelemy, Anne-Laure,Douglas, James J.,Górski, Bartosz,Juliá, Fabio,Leonori, Daniele
, p. 623 - 630 (2021/07/25)
Despite the fact that nucleophilic displacement (SN2) of alkyl halides with nitrogen nucleophiles is one of the first reactions introduced in organic chemistry teaching, its practical utilization is largely limited to unhindered (primary) or ac
Direct Deamination of Primary Amines via Isodiazene Intermediates
Berger, Kathleen J.,Driscoll, Julia L.,Yuan, Mingbin,Dherange, Balu D.,Gutierrez, Osvaldo,Levin, Mark D.
supporting information, p. 17366 - 17373 (2021/11/04)
We report here a reaction that selectively deaminates primary amines and anilines under mild conditions and with remarkable functional group tolerance including a range of pharmaceutical compounds, amino acids, amino sugars, and natural products. An anomeric amide reagent is uniquely capable of facilitating the reaction through the intermediacy of an unprecedented monosubstituted isodiazene intermediate. In addition to dramatically simplifying deamination compared to existing protocols, our approach enables strategic applications of iminium and amine-directed chemistries as traceless methods. Mechanistic and computational studies support the intermedicacy of a primary isodiazene which exhibits an unexpected divergence from previously studied secondary isodiazenes, leading to cage-escaping, free radical species that engage in a chain, hydrogen-atom transfer process involving aliphatic and diazenyl radical intermediates.
PROCESSES AND COMPOUNDS FOR THE DECARBOXYLATIVE AMINATION OF REDOX-ACTIVE ESTERS WITH DIAZIRINES
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Page/Page column 38, (2020/12/30)
The invention described herein relates generally to processes for the synthesis of amine-containing organic compounds. More specifically, described herein relates to processes for the decarboxylative amination of redox-active esters with diazirines and the products formed thereof. Compounds for use in the above processes are also described.