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Catalog Number:
41637
CAS Number:
118399-28-3
(R)-4-(Benzyloxycarbonylamino)tetrahydrofuran-2-one
Purity:
≥ 98% (HPLC)
Synonym(s):
(R)-β-(Cbz-amino)-γ-butyrolactone, (R)-4-(Carbobenzoxyamino)tetrahydrofuran-2-one, (R)-4-(Cbz-amino)tetrahydrofuran-2-one, Benzyl (R)-Tetrahydro-5-oxo-3-furanylcarbamate
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Product Information

(R)-4-(Benzyloxycarbonylamino)tetrahydrofuran-2-one is a versatile compound widely utilized in the synthesis of bioactive molecules and pharmaceuticals. This chiral tetrahydrofuran derivative is particularly valued for its role as a building block in the development of peptide-based drugs and other complex organic compounds. Its unique structure allows for selective functionalization, making it an essential intermediate in medicinal chemistry. Researchers appreciate its stability and reactivity, which facilitate the formation of various derivatives tailored for specific applications in drug discovery and development.

In addition to its pharmaceutical applications, (R)-4-(Benzyloxycarbonylamino)tetrahydrofuran-2-one is also employed in the production of agrochemicals and fine chemicals, where its ability to enhance solubility and bioavailability is crucial. The compound's favorable properties make it a preferred choice for chemists looking to optimize their synthetic pathways while maintaining high yields. Its relevance in both academic research and industrial applications underscores its importance in advancing chemical science and technology.

Synonyms
(R)-β-(Cbz-amino)-γ-butyrolactone, (R)-4-(Carbobenzoxyamino)tetrahydrofuran-2-one, (R)-4-(Cbz-amino)tetrahydrofuran-2-one, Benzyl (R)-Tetrahydro-5-oxo-3-furanylcarbamate
CAS Number
118399-28-3
Purity
≥ 98% (HPLC)
Molecular Formula
C12H13NO4
Molecular Weight
235.24
MDL Number
MFCD09839299
PubChem ID
562277
Melting Point
105 - 109 °C
Appearance
White to off-white crystalline powder
Optical Rotation
[a]20D = 53 - 57 ° (C = 1 in CHCl3)
Conditions
Store at RT
General Information
Synonyms
(R)-β-(Cbz-amino)-γ-butyrolactone, (R)-4-(Carbobenzoxyamino)tetrahydrofuran-2-one, (R)-4-(Cbz-amino)tetrahydrofuran-2-one, Benzyl (R)-Tetrahydro-5-oxo-3-furanylcarbamate
CAS Number
118399-28-3
Purity
≥ 98% (HPLC)
Molecular Formula
C12H13NO4
Molecular Weight
235.24
MDL Number
MFCD09839299
PubChem ID
562277
Melting Point
105 - 109 °C
Appearance
White to off-white crystalline powder
Optical Rotation
[a]20D = 53 - 57 ° (C = 1 in CHCl3)
Conditions
Store at RT
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

(R)-4-(Benzyloxycarbonylamino)tetrahydrofuran-2-one is widely utilized in research focused on:

  • Pharmaceutical Development: This compound serves as a key intermediate in synthesizing various pharmaceuticals, particularly in the development of drugs targeting neurological disorders.
  • Peptide Synthesis: It is employed in the synthesis of peptides, enhancing the stability and bioavailability of therapeutic agents used in treatments for cancer and autoimmune diseases.
  • Organic Synthesis: The compound is a valuable building block in organic chemistry, facilitating the creation of complex molecules with specific functional groups, which can be crucial in materials science.
  • Research in Biochemistry: It is used in biochemical studies to investigate enzyme mechanisms and interactions, contributing to the understanding of metabolic pathways.
  • Cosmetic Formulations: Due to its properties, it finds applications in the cosmetic industry for formulating skin care products that require stable and effective ingredients.

Citations