321863-61-0 Usage
Description
(alphaS)-alpha-Cyclopropylbenzenemethanamine, also known as [(S)-Cyclopropyl(phenyl)methyl]amine, is an organic compound with a cyclopropyl group attached to a benzene ring through a methylene bridge. It is a chiral molecule with the S-configuration at the alpha position, which is crucial for its reactivity and potential applications.
Uses
Used in Organic Synthesis:
(alphaS)-alpha-Cyclopropylbenzenemethanamine is used as an intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for selective reactions and the formation of complex molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (alphaS)-alpha-Cyclopropylbenzenemethanamine is utilized as a key intermediate in the development of new drugs. Its chiral nature and reactivity make it a valuable building block for the synthesis of biologically active molecules, including potential therapeutic agents.
Used in Laboratory Research and Development:
Due to its structural features and synthetic potential, (alphaS)-alpha-Cyclopropylbenzenemethanamine is widely used in laboratory research and development processes. It serves as a model compound for studying various chemical reactions and exploring new synthetic pathways, contributing to the advancement of chemical science.
Used in Chemical Production Processes:
(alphaS)-alpha-Cyclopropylbenzenemethanamine is also employed in chemical production processes, where it is transformed into other valuable chemicals or materials. Its versatility and the ability to undergo various reactions make it an essential component in the chemical manufacturing industry.
Synthesis
A solution of (S)-2-amino-3-methyl-1,1-diphenylbutan-1-ol (47 mmoL 12 g) in THF (80 mL) was stirred at temperature below 30 °C. followed by slow addition of borane-tetrahydrofuran solution (1M, 95 mL). The tempera-ture was allowed to rise to room temperature over 2 h, The reaction mixture was then stirred at 0 °C. and the solution of pure anti-cyclopropyl(phenyl)methamine-benzyl oxime (19 mmol, 5 g), in THF (10 mL) was added. After stirring the mixture for 20 h at room temperature, the reaction mixture was cooled to 0 °C. and treated with hydrochloric acid (2N, 100 mL). The mixture was stirred for 16 h then basified at 0 °C. by addition of 35% sodium hydroxide (100 mL) followed by extraction with ethyl acetate. Extract washed with water and brine, dried over sodium sulfate and evaporated to dryness. Amine was purified by LC (BIOTAGE SPI purification system), using chloroform:methanol (gradient up to 25% of methanol) to give 2.1 g of (S)-cyclopropyl(phenyl)methanamine, yield 72%.
Check Digit Verification of cas no
The CAS Registry Mumber 321863-61-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,2,1,8,6 and 3 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 321863-61:
(8*3)+(7*2)+(6*1)+(5*8)+(4*6)+(3*3)+(2*6)+(1*1)=130
130 % 10 = 0
So 321863-61-0 is a valid CAS Registry Number.
321863-61-0Relevant articles and documents
Method for synthesizing chiral amine compound
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Paragraph 0064; 0071-0073; 0126-0128, (2019/10/01)
The present invention provides a method for synthesizing a chiral amine compound. The method comprises the following steps: (1) reacting a compound of formula I with t-butylsulfonamide in the presenceof a catalyst to obtain a compound having a structure represented by formula II; 2) reacting the compound of the formula II in a hydrogen atmosphere in the presence of an iridium catalyst and a ligand to obtain a compound of formula III; and (3) carrying out a t-butylsulfonyl group removal reaction on the compound of the formula III to obtain the chiral amine compound. The method constructs the structure of sulfonamide by a keto carbonylgroup, and synthesizes the chiral amine compound with the aralkylamine structure by an asymmetric catalytic hydrogenation reaction of the sulfonamide structure, the ee value is generally 80% or above, the highest ee value is 99% or above, the yield of each step reaction can reach 90% or above, and the total yield is high.
New quinoline NK3 receptor antagonists with CNS activity
Smith, Paul W.,Wyman, Paul A.,Lovell, Peter,Goodacre, Caroline,Serafinowska, Halina T.,Vong, Antonio,Harrington, Frank,Flynn, Sean,Bradley, Daniel M.,Porter, Rod,Coggon, Sara,Murkitt, Graham,Searle, Kirsten,Thomas, David R.,Watson, Jeannette M.,Martin, William,Wu, Zining,Dawson, Lee A.
scheme or table, p. 837 - 840 (2009/09/06)
Lead optimisation starting from the previously reported selective quinoline NK3 receptor antagonists talnetant 2 (SB-223412) and 3 (SB-222200) led to the identification of 3-aminoquinoline NK3 antagonist 10 (GSK172981) with excellent CNS penetration. Investigation of a structurally related series of sulfonamides with reduced lipophilicity led to the discovery of 20 (GSK256471). Both 10 and 20 are high affinity, potent NK3 receptor antagonists which despite having different degrees of CNS penetration produced excellent NK3 receptor occupancy in an ex vivo binding study in gerbil cortex.
Substituted pteridines for the treatment of inflammatory diseases
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Page/Page column 6, (2010/11/08)
The invention relates to new pteridines which are suitable for the treatment of respiratory or gastrointestinal complaints or diseases, inflammatory diseases of the joints, skin or eyes, diseases of the peripheral or central nervous system or cancers, as
