2-Cyclopentene-1-carboxylic acid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1S,4R)-


Chemical Name: 2-Cyclopentene-1-carboxylic acid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1S,4R)-
CAS Number: 151907-79-8
Product Number: AG003BJP(AGN-PC-0Q67MU)
Synonyms:
MDL No:
Molecular Formula: C11H17NO4
Molecular Weight: 227.2570

Identification/Properties


Properties
MP:
152.9 °C
BP:
382.3°C at 760 mmHg
Storage:
Inert atmosphere;2-8℃;
Form:
Solid
Refractive Index:
1.5718 (estimate)
Computed Properties
Molecular Weight:
227.26g/mol
XLogP3:
1.2
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
4
Rotatable Bond Count:
4
Exact Mass:
227.116g/mol
Monoisotopic Mass:
227.116g/mol
Topological Polar Surface Area:
75.6A^2
Heavy Atom Count:
16
Formal Charge:
0
Complexity:
316
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
2
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
N/A
Hazard Statements:
H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
N/A
Packing Group:
N/A

NMR Spectrum


Other Analytical Data


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Chemical Structure



(1S,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid is a versatile compound widely used in chemical synthesis due to its unique structural properties and reactivity. With its chiral nature, this compound serves as a valuable building block in the preparation of various pharmaceuticals, agrochemicals, and specialty chemicals.In chemical synthesis, (1S,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid acts as a key intermediate for the synthesis of complex molecules. Its cyclopentene ring provides a rigid framework that can impart specific stereochemical features to the final product. Additionally, the tert-butoxycarbonyl (Boc) group offers protection to the amino functionality, allowing selective manipulation of different functional groups during the synthetic sequence.This compound is particularly valuable in the asymmetric synthesis of biologically active compounds, where precise stereochemistry is essential for biological activity. By incorporating (1S,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid into a synthetic route, chemists can control the stereochemistry of the final product, leading to improved pharmacological properties and reduced side effects.Overall, the application of (1S,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-enecarboxylic acid in chemical synthesis enables the efficient and selective construction of complex molecules with tailored stereochemical features, making it a valuable tool in the modern synthetic chemist's arsenal.