110716-95-5

Basic information

• Product Name: (2R,3R)-(Z)-cyclo-Phenylalanine
• Synonyms: (2R,3R)-(Z)-cyclo-Phenylalanine
• CAS NO: 110716-95-5
• Molecular Weight: 0
• Mol File: 110716-95-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (2R,3R)-(Z)-cyclo-Phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-(Z)-cyclo-Phenylalanine(110716-95-5)
• EPA Substance Registry System: (2R,3R)-(Z)-cyclo-Phenylalanine(110716-95-5)

Safety Data

• Hazardous Substances Data: 110716-95-5(Hazardous Substances Data)

Usage

Description

(2R,3R)-(Z)-cyclo-Phenylalanine is a cyclophane chemical compound derived from phenylalanine, an essential amino acid. It features a cyclohexyl ring attached to the phenyl ring and is in the (Z) configuration, with the two chiral centers in the R configuration. This unique structure endows it with potential biological activities and applications in drug development and medicinal chemistry.

Uses

Used in Drug Development:
(2R,3R)-(Z)-cyclo-Phenylalanine is used as a building block for the synthesis of novel pharmaceutical compounds due to its unique structure and potential biological activities.
Used in Medicinal Chemistry:
(2R,3R)-(Z)-cyclo-Phenylalanine is used as a chiral synthon for the development of enantioselective reactions and the creation of chiral molecules with potential therapeutic applications.

Upstream product

• 123039-88-3 methyl cis-1-amino-2-phenylcyclopropanecarboxylate 
• 180322-85-4 (1R,2R)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester 
• 180322-84-3 monomethyl (1S,2R)-2-phenylcyclopropane-1,1-dicarboxylate 
• 110769-84-1 methyl (1R,2R)-1-amino-2-phenylcyclopropanecarboxylate 
• 27992-27-4 sodium 2-benzylidene-1-tosylhydrazin-1-ide 
• 180322-86-5 (1R,2R)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid 
• 138770-18-0 (1S,2R)-2-Phenyl-cyclopropane-1,1-dicarboxylic acid ((R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl) ester 
• 669058-56-4 ethyl 1-amino-2-phenyl-1-cyclopropanecarboxylate 
• 15732-43-1 (E)-2-phenyl-4-benzylidene-5(4H)-oxazolone 
• 87378-79-8 methyl (Z)-1-<1-(N-imidazolyl)benzylideneamino>-2-phenylcyclopropanecarboxylate 
• 17606-70-1 (4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one 
• 4525-04-6 (Z)-(1,5-diphenyl)-7-oxo-6-oxa-4-azaspiro<2.4>hept-4-ene 
• 97364-76-6 1-methoxycarbonyl-2-phenylcyclopropanecarboxylic acid 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Expanding the scope of donor/acceptor carbenes to N -phthalimido donor groups: Diastereoselective synthesis of 1-cyclopropane α-amino acids

Warming of 4-phthalimido-N-mesyl-1,2,3-triazole in the presence of alkenes followed by silica gel induced hydrolysis results in a highly diastereoselective and catalyst-free entry to N-phthalimidocyclopropanecarboxaldehydes.

PEPTIDYL NITRILES AND USE THEREOF AS DIPEPTIDYL PEPTIDASE I INHIBITORS

The present invention provides compounds of formula (I) in which n, y, X1, X2, A, B, R1, R2, R3, R4 and R5 are as defined in the specification, a process for their preparation, pharmaceutical compositions containing them and their use as dipeptidyl peptidase I (DPPI) inhibitors.

Application of chiral sulfides to catalytic asymmetric aziridination and cyclopropanation with in situ generation of the diazo compound

Imines and alkenes can be converted into the corresponding aziridines and cyclopropanes (see scheme, PTC = phase-transfer catalyst, Ts = toluene-4-sulfonyl) in good yield with moderate to high d.r. and high ee values using tosylhydrazone salts with catalytic quantities of chiral sulfide (5-20 mol%) and metal catalyst (1 mol%). The process is particularly suited to the synthesis of conformationally locked cyclopropyl amino acids, which can now be prepared in only three steps from commercially available material in 100% ee.