138039-48-2

Basic information

• Product Name: 3-Cyclopentene-1-carboxylicacid,2-amino-,(1R,2S)-rel-(9CI)
• Synonyms: 3-Cyclopentene-1-carboxylicacid,2-amino-,(1R,2S)-rel-(9CI)
• CAS NO: 138039-48-2
• Molecular Formula: C6H9NO2
• Molecular Weight: 127.14116
• Product Categories: AMINOACID
• Mol File: 138039-48-2.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Cyclopentene-1-carboxylicacid,2-amino-,(1R,2S)-rel-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclopentene-1-carboxylicacid,2-amino-,(1R,2S)-rel-(9CI)(138039-48-2)
• EPA Substance Registry System: 3-Cyclopentene-1-carboxylicacid,2-amino-,(1R,2S)-rel-(9CI)(138039-48-2)

Safety Data

• Hazardous Substances Data: 138039-48-2(Hazardous Substances Data)

Upstream product

• 63838-48-2 6-Azabicyclo<3.2.0>hept-3-en-7-one 
• 97911-48-3 (+/-)-6-azabicyclo[3.2.0]hept-3-en-7-one 
• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

• 790657-32-8 C₈H₁₃NO₂ 
• 959745-77-8 ethyl (1RS,2RS,3RS,5SR)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxabicyclo[3.1.0]hexane-3-carboxylate 
• 959745-77-8 (1R*,2R*,3S*,5S*)-ethyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-oxabicyclo[3.1.0]hexane-3-carboxylate 
• 959745-89-2 ethyl (1RS,2RS,3RS,4RS)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclopentane-1-carboxylate 
• 959745-75-6 ethyl (1R*,2R*,3S*,5S*)-2-(tert-butoxycarbonylamino)-6-oxabicyclo[3.1.0]hexane-3-carboxylate 
• 959745-89-2 ethyl (1SR,2RS,3RS,4RS)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclopentane-1-carboxylate 
• 959745-75-6 ethyl (1RS,2RS,3RS,5SR)-2-(tert-butoxycarbonylamino)-6-oxabicyclo[3.1.0]hexane-3-carboxylate 
• 771440-02-9 2-amino-cyclopent-3-enecarboxylic acid ethyl ester 
• 1607805-88-8 ethyl (2S,3S)-3-benzamido-6-oxo-2-(4-oxopentyl)heptanoate 
• 1607805-87-7 triethyl (3S,4S)-3-benzamidoheptane-1,4,7-tricarboxylate 
• 1607805-86-6 ethyl (2S,3S,E)-3-benzamido-6-oxo-2-[(E)-4-oxopent-2-enyl]hept-4-enoate 
• 1607805-84-4 triethyl (3S,4S,6E)-3-benzamidohepta-(1E)-1,6-diene-1,4,7-tricarboxylate 
• 1607805-83-3 ethyl (2S,3S)-3-benzamido-5-phenyl-2-(3-phenylpropyl)pentanoate 
• 1607805-82-2 ethyl (2S,3S)-3-benzamido-2-propylpentanoate 

Relevant articles and documents

Stereo- and regiocontrolled synthesis of highly functionalized cyclopentanes with multiple chiral centers

The synthesis of some highly substituted three-dimensional cyclopentanes with multiple chiral centers and with high regiochemical and stereochemical diversity has been accomplished starting from cyclopentadiene-derived aminocyclopentenecarboxylic acids. The small-molecular design consisted of stereo- and regiocontrolled functionalization of the starting cyclopentene β- and γ-amino acids through oxirane formation/oxirane opening and afforded regio- and diastereoisomers of orthogonally protected aminocyclopentanecarboxylates.

A selective synthesis of fluorinated cispentacin derivatives

A facile selective method has been developed for the synthesis of new fluorine-containing cispentacin stereoisomers. Mono- and difluorinated cispentacin derivatives were synthetized from a bicyclic β-lactam in five or six steps involving a regio- and stereoselective hydroxylation through iodooxazoline formation, followed by deoxygenation by fluorination. Starting from an enantiomerically pure bicyclic β-lactam obtained by enzymatic resolution of the racemic compound, an enantiodivergent procedure allowed the preparation of both dextro- and levorotatory difluorinated cispentacins. Mono- and difluorinated cispentacin derivatives were synthetized from a bicyclic β-lactam in five or six steps. An enantiodivergent procedure allowed the preparation of both dextro- and levorotatory difluorinated cispentacins. Copyright

A de Novo Stereocontrolled Approach to syn- and anti-Disubstituted Acyclic β2,3-Amino Acid Enantiomers

The stereocontrolled syntheses of functionalized acyclic β2,3-amino acid derivatives in enantiomerically pure form were performed by starting from enantiopure cis- and trans-2-aminocyclopent-3-enecarboxylates, which were derived from a racemic bicyclic β-lactam. The synthetic strategy involves the stereoselective dihydroxylaton of the C-C double bond of the cyclopentene β-amino esters. The subsequent NaIO4-mediated ring cleavage affords dialdehyde intermediates that undergo functionalization by a Wittig reaction.