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(1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is a bicyclic compound derivative with a specific stereochemistry, featuring a hydroxyl group at the sixth position and a tert-butyl group attached to the carboxylate at the second position. (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is characterized by its (1r,4s,6s) configuration, which defines the arrangement of substituents around the bicyclic structure. It is widely utilized in organic synthesis and pharmaceutical research as a versatile building block for the development of biologically active molecules.

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  • (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

    Cas No: 198835-05-1

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  • (1R,4S,6S)-REL-TERT-BUTYL 6-HYDROXY-2-AZABICYCLO[2.2.1]HEPTANE-2-CARBOXYLATE

    Cas No: 198835-05-1

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  • 198835-05-1 Structure
  • Basic information

    1. Product Name: (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
    2. Synonyms: (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate;Racemic-(1S,4R,6R)-Tert-Butyl 6-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate
    3. CAS NO:198835-05-1
    4. Molecular Formula: C11H19NO3
    5. Molecular Weight: 213.27346
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 198835-05-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 310.3±25.0 °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: 14.72±0.20(Predicted)
    10. CAS DataBase Reference: (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate(CAS DataBase Reference)
    11. NIST Chemistry Reference: (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate(198835-05-1)
    12. EPA Substance Registry System: (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate(198835-05-1)
  • 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: 198835-05-1(Hazardous Substances Data)

198835-05-1 Usage

Uses

Used in Organic Synthesis:
(1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is used as a key intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique structure and functional groups enable the formation of diverse chemical entities through various synthetic routes.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is employed as a building block for the synthesis of biologically active molecules. Its presence in the molecular structure can impart specific pharmacological properties, making it a valuable component in the development of novel drugs.
Used in Drug Design:
(1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is utilized in drug design to create molecules with specific biological activities. Its unique stereochemistry and functional groups can be exploited to design drugs with improved potency, selectivity, and pharmacokinetic properties.
Used in Medicinal Chemistry:
In medicinal chemistry, (1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is used as a structural motif for the development of new chemical entities with potential therapeutic applications. Its incorporation into molecular frameworks can lead to the discovery of novel compounds with desired pharmacological profiles.
Used in Chemical Biology:
(1r,4s,6s)-rel-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is employed in chemical biology as a tool to study the interactions between small molecules and biological targets. Its unique structural features can be used to probe the binding and activity of molecules at the molecular level, providing insights into the underlying mechanisms of biological processes.

Check Digit Verification of cas no

The CAS Registry Mumber 198835-05-1 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 5 respectively.
Calculate Digit Verification of CAS Registry Number 198835-05:
(8*1)+(7*9)+(6*8)+(5*8)+(4*3)+(3*5)+(2*0)+(1*5)=191
191 % 10 = 1
So 198835-05-1 is a valid CAS Registry Number.

198835-05-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Rel-(1S,4R,6R)-tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:198835-05-1 SDS

198835-05-1Relevant articles and documents

Nitrogen-containing heterocyclic amino derivative, preparation method thereof and anti-HIV-1 medicine

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Paragraph 0457-0460; 0469-0471, (2021/08/21)

The invention provides a nitrogen-containing heterocyclic ring amino derivative, a preparation method thereof and an anti-HIV-1 medicine, and belongs to the technical field of medicine application. The nitrogen-containing heterocyclic ring amino derivative provided by the invention can interfere with the process of hydrolyzing Gap and Gap-Pol precursor polyprotein by HIV-1 protease, and has high HIV-1 protease inhibitory activity; meanwhile, the nitrogen-containing heterocyclic ring amino derivative provided by the invention has remarkable inhibitory activity on wild type anti-HIV-1 medicine strains and high anti-DRV-medicine strains, has low cytotoxicity, and has a good application prospect as an anti-AIDS medicine.

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

SUBSTITUTED 2-AZABICYCLES AND THEIR USE AS OREXIN RECEPTOR MODULATORS

-

Paragraph 0187; 0188, (2014/09/30)

The present invention is directed to compounds of Formula I: wherein X is N or CR1; Y is N or CR2; R1 is H, alkoxy, halo, triazolyl, pyrimidinyl, oxazolyl, isoxazole, oxadiazolyl, or pyrazolyl; R2 is H, alkyl, alkoxy, or halo; Z is NH or O; R3 is H, alkyl, alkoxy, halo, or triazolyl; R4 is H or alkyl; or R3 and R4, together with the atoms to which they are attached, form a 6-membered aryl ring or a 5- or 6-membered heteroaryl ring; R5 is pyridyl, pyrazinyl, or pyrimidinyl, wherein the pyridyl, pyrazinyl, or pyrimidinyl is optionally substituted with halo or alkyl; and n is 1 or 2. Methods of making the compounds of Formula I are also described. The invention also relates to pharmaceutical compositions comprising compounds of Formula I. Methods of using the compounds of the invention are also within the scope of the invention.

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

, 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.

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

, 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.

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.

PIPERAZINO DERIVATIVES AS NEUROKININ ANTAGONISTS

-

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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