657397-01-8

Basic information

• Product Name: Carbamic acid, [(1R)-4-oxo-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [(1R)-4-oxo-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester (9CI);[(1R)-4-Oxo-2-cyclopenten-1-yl]-carbamic acid 1,1-dimethylethyl ester;(R)-TERT-BUTYL (4-OXOCYCLOPENT-2-EN-1-YL)CARBAMATE
• CAS NO: 657397-01-8
• Molecular Formula: C₁₀H₁₅NO₃
• Molecular Weight: 197.231
• Product Categories: N-BOC
• Mol File: 657397-01-8.mol

Chemical Properties

• Boiling Point: 330.1±42.0 °C(Predicted)
• Appearance: /
• Density: 1.10±0.1 g/cm3(Predicted)
• PKA: 11.13±0.20(Predicted)
• CAS DataBase Reference: Carbamic acid, [(1R)-4-oxo-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1R)-4-oxo-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester (9CI)(657397-01-8)
• EPA Substance Registry System: Carbamic acid, [(1R)-4-oxo-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester (9CI)(657397-01-8)

Safety Data

• Hazardous Substances Data: 657397-01-8(Hazardous Substances Data)

Upstream product

• 667457-57-0 (R)-(-)-N-(tert-butoxycarbonyl)-6-amino-4-oxo-octa-2,7-diene 
• 667457-58-1 (R)-(-)-N-(tert-butoxycarbonyl)-6-amino-4-oxo-nona-2,7-diene 
• 189625-12-5 (+)-(1S,4R)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene 
• 51779-32-9 iminodicarboxylic acid di-tert-butyl ester 
• 60410-16-4 (1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate 
• 189625-14-7 (2S,4R)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester 
• 220241-57-6 di-tert-butyl [(1R,4S)-4-hydroxycyclopent-2-en-1-yl]imidodicarbonate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 667457-53-6 (S_S,R)-(+)-N-(p-toluenesulfinyl)-6-amino-4-oxo-octa-2,7-diene 
• 667457-54-7 (S_S,R)-(+)-N-(p-toluenesulfinyl)-6-amino-4-oxo-nona-2,7-diene 
• 667457-51-4 (S_S,R)-(+)-dimethyl [2-oxo-4-(p-toluenesulfinylamino)-hex-5-enyl]-phosphonate 
• 667457-52-5 (S_S,R)-(+)-dimethyl [2-oxo-4-(p-toluenesulfinylamino)-hept-5-enyl]-phosphonate 
• 95514-62-8 (E)-ethyl hepta-2,6-dienoate 
• 62019-06-1 (E)-2,6-heptadien-1-ol 

Downstream Products

• 189625-12-5 (+)-(1S,4R)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene 
• 142633-89-4 (1R,4R)-trans-1-hydroxy-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene 

Relevant articles and documents

Asymmetric synthesis of cis-aminocyclopentenols, building blocks for medicinal chemistry

A highly efficient one-pot multistep process involving an asymmetric Pd(II)-catalyzed Overman rearrangement and a Ru(II)-catalyzed ring-closing metathesis reaction has been developed for the preparation of (R)- or (S)-aminocyclopenta-2-enes. The rapid strategy employed and the relatively mild conditions of the one-pot process allowed the multigram synthesis of the carbocycles in high enantiomeric excess (92% ee). The synthetic utility of these compounds was demonstrated by the stereoselective incorporation of hydroxyl groups, generating cis-4- and cis-5-aminocyclopenta-2-en-1-ols, important building blocks for medicinal chemistry.

Asymmetric synthesis of the carbocyclic nucleoside building block (R)-(+)-4-aminocyclopentenone using δ-amino β-ketophosphonates and ring-closing metathesis (RCM)

Amino keto-2,7-dienes undergo ring-closing metathesis (RCM) to give 4-aminocyclopentenones, valuable intermediates in the asymmetric construction of carbocyclic nucleosides. The key amino ketodienes were prepared using δ-amino β-ketophophonates, a new sul

Synthesis of 4-azacyclopent-2-enones and 5,5-dialkyl-4-azacyclopent-2- enones

Three different methods are reported for the preparation of 4-azacyclo-2-enones 1, two of which allow the preparation of the compounds in optically active form. In addition, a facile route to 4-aza-5,5- dimethylcyclopent-2-enones 2 is disclosed.

IMPROVEMENTS IN PHARMACEUTICALLY USEFUL COMPOUNDS

A compound of formula (I) or (II): wherein A is hydrogen or CR1R2; Y and Z are each, independently, hydrogen or a halogen;X is -NR4R5, or R7; R1 is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-4 carbon atoms; when X is -NR4R5, R2 is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; when X is R7, R2 is an unsubstituted alkyl, alkenyl or alkynyl group, or a substituted or unsubstituted aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R3 is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R4 is hydrogen, a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms, -COOR8, or -COR8; R5 is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-5 carbon atoms; R7 is an unsubstituted alkyl, alkenyl, or alkynyl group, that contains 1-4 carbon atoms; and, R8 is an unsubstituted or halo-substituted alkyl, aryl, or aralkyl group, that contains 1-12 carbon atoms.