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Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate is a chemical compound that is classified as a tert-butyl ester. It has a molecular structure that features a bicyclic ring system with a hydroxyl and carboxyl group attached, making it a carboxylic acid derivative. Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate has a chiral center and exists in a racemic form, which means it contains equal amounts of its enantiomers. It is widely used in pharmaceutical research and organic synthesis as a building block for the synthesis of various bioactive compounds.

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  • Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate

    Cas No: 198835-03-9

  • USD $ 1.9-2.9 / Gram

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  • 198835-03-9 Structure
  • Basic information

    1. Product Name: Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate
    2. Synonyms: Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate;rel-tert-butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
    3. CAS NO:198835-03-9
    4. Molecular Formula: C11H19NO3
    5. Molecular Weight: 213.27346
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 198835-03-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 310.3±35.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.181±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 14.70±0.20(Predicted)
    10. CAS DataBase Reference: Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate(198835-03-9)
    12. EPA Substance Registry System: Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate(198835-03-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 198835-03-9(Hazardous Substances Data)

198835-03-9 Usage

Uses

Used in Pharmaceutical Research:
Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate is used as a building block in pharmaceutical research for the synthesis of various bioactive compounds. Its unique molecular structure and chiral center make it a valuable component in the development of new drugs and pharmaceutical agents.
Used in Organic Synthesis:
In the field of organic synthesis, Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate is used as a key intermediate for the synthesis of complex organic molecules. Its versatility and reactivity make it an essential component in the preparation of a wide range of organic compounds.
Used in Chiral Chemistry:
Due to its chiral center and racemic form, Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate is used in chiral chemistry for the study of enantiomers and their properties. It serves as a model compound for understanding the behavior of chiral molecules and their interactions with other substances.
Used in Drug Development:
Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate is used in drug development as a starting material for the synthesis of potential drug candidates. Its unique structure and functional groups make it a promising candidate for the development of new therapeutic agents.
Used in Chemical Education:
In the field of chemical education, Racemic-(1R,4R,5S)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate is used as a teaching aid to help students understand the concepts of stereochemistry, chirality, and the synthesis of complex organic molecules. Its unique structure and properties make it an excellent example for illustrating these concepts.

Check Digit Verification of cas no

The CAS Registry Mumber 198835-03-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,8,8,3 and 5 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 198835-03:
(8*1)+(7*9)+(6*8)+(5*8)+(4*3)+(3*5)+(2*0)+(1*3)=189
189 % 10 = 9
So 198835-03-9 is a valid CAS Registry Number.

198835-03-9Relevant articles and documents

RET inhibitor and pharmaceutical composition and application thereof

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Paragraph 0335-0338, (2021/10/27)

The invention belongs to the field of medicines, and relates to an RET inhibitor and a pharmaceutical composition and application thereof. Specifically, the invention relates to a compound as shown in a formula (I), or a stereoisomer, a tautomer, a nitrogen oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug of the compound as shown in the formula (I). The invention also relates to pharmaceutical compositions comprising the compounds, and uses of the compounds and pharmaceutical compositions thereof in the preparation of a medicine which is especially used for the treatment and prevention of RET-related diseases and disorders, including cancers, irritable bowel syndrome and/or pain associated with irritable bowel syndrome.

FXR RECEPTOR AGONIST

-

, (2020/06/02)

The present invention belongs to the technical field of pharmaceuticals, and particularly relates to a compound of formula (I), a pharmaceutically acceptable salt thereof, an ester thereof or a stereoisomer of the compound, the salt or the ester, wherein

Synthesis and biological evaluation of pyrimidine derivatives with diverse azabicyclic ether/amine as novel GPR119 agonist

Yang, Zunhua,Fang, Yuanying,Park, Haeil

, p. 2515 - 2519 (2017/05/10)

A class of novel pyrimidine derivatives bearing diverse conformationally restricted azabicyclic ether/amine were designed, synthesized and evaluated for their GPR119 agonist activities against type 2 diabetes. Most compounds exhibited superior hEC50

TRICYCLIC GYRASE INHIBITORS FOR USE AS ANTIBACTERIAL AGENTS

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, (2014/04/03)

Disclosed herein are compounds having the structure of Formula I and pharmaceutically suitable salts, esters, and prodrugs thereof that are useful as antibacterially effective tricyclic gyrase inhibitors. In addition, species of tricyclic gyrase inhibitors compounds are also disclosed herein. Related pharmaceutical compositions, uses and methods of making the compounds are also contemplated.

Synthesis of novel azanorbornylpurine derivatives

H?ebabecky, Hubert,Dejmek, Milan,Dra?ínsky, Martin,?ála, Michal,Leyssen, Pieter,Neyts, Johan,Kaniaková, Martina,Kr?ek, Jan,Nencka, Radim

experimental part, p. 1286 - 1298 (2012/02/15)

Azanorbornylpurine derivatives were prepared by Mitsunobu reaction of appropriate hydroxyazanorbornane derivative with 6-chloropurine or construction of purine base at azanorbornylamines. The prepared target compounds were evaluated for antiviral activity and effect on neuronal and muscle nicotinic acetylcholine receptors.

TRICYCLIC GYRASE INHIBITORS

-

, (2012/09/25)

Disclosed herein are compounds having the structure of Formula I and pharmaceutically suitable salts, esters, and prodrugs thereof that are useful as antibacterially effective tricyclic gyrase inhibitors. Related pharmaceutical compositions, uses and methods of making the compounds are also contemplated.

Improved synthesis of monoprotected 5- and 6-amino-2-azanorbornanes

Dacenko, Oleksandr P.,Manoylenko, Olga V.,Grygorenko, Oleksandr O.,Mykhailiuk, Pavel K.,Volochnyuk, Dmitriy M.,Shishkin, Oleg V.,Tolmachev, Andrey A.

experimental part, p. 981 - 992 (2011/04/25)

(Chemical Equation Presented) An improved synthesis of Boc-monoprotected 5- and 6-amino-2-azanorbornanes is reported. The synthetic scheme consists of five steps and allows multigram quantities of the title compounds to be obtained. The regio- and stereochemistries of the products are established by two-dimensional NMR experiments. Copyright Taylor & Francis Group, LLC.

Discovery of a nortropanol derivative as a potent and orally active GPR119 agonist for type 2 diabetes

Xia, Yan,Chackalamannil, Samuel,Greenlee, William J.,Jayne, Charles,Neustadt, Bernard,Stamford, Andrew,Vaccaro, Henry,Xu, Xiaoying,Baker, Hana,O'Neill, Kim,Woods, Morgan,Hawes, Brian,Kowalski, Tim

scheme or table, p. 3290 - 3296 (2011/06/24)

The lead optimization studies of a series of GPR119 agonists incorporating a nortropanol scaffold are described. Extensive structure-activity relationship (SAR) studies of the lead compound 20f led to the identification of compound 36j as a potent, single digit nanomolar GPR119 agonist with high agonist activity. Compound 36j was orally active in lowering blood glucose levels in a mouse oral glucose tolerance test and increased plasma insulin levels in a rat hyperglycemic model. It showed good to excellent pharmacokinetic properties in rats and monkeys and no untoward activities in counter-screen assays. Compound 36j demonstrated an attractive in vitro and in vivo profile for further development.

PIPERAZINO DERIVATIVES AS NEUROKININ ANTAGONISTS

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Page/Page column 38, (2010/11/08)

The invention relates to compounds of formula (I) wherein Z, Rc, y, m, u, Ar2, n, X, Rc', l and Ar2 are as described herein. These compounds are neurokinin antagonists. These compounds are useful in the treatment of chronic airway diseases such as asthma.

Heterocyclic compounds

-

, (2008/06/13)

The present invention provides heterocyclic 2-aza-bicyclo[2.2.1]heptane compounds which are useful for modulating a muscarinic ptor.

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