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Catalog Number:
41679
CAS Number:
6216-63-3
N-Carbobenzoxy-L-prolinol
Purity:
≥ 95% (NMR)
Synonym(s):
N-Cbz-L-prolinol, (S)-1-Carbobenzoxy-2-pyrrolidinemethanol, (S)-1-Cbz-2-pyrrolidinemethanol, N-Benzyloxycarbonyl-L-prolinol
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$18.53 /1G
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Product Information

N-Carbobenzoxy-L-prolinol is a versatile compound widely recognized for its applications in organic synthesis and pharmaceutical research. This compound, also known as Z-L-prolinol, serves as a valuable building block in the synthesis of various bioactive molecules, particularly in the development of peptide-based drugs. Its unique structure, featuring a carbobenzoxy group, enhances its stability and reactivity, making it an ideal candidate for use in asymmetric synthesis and catalysis. Researchers appreciate its ability to facilitate the formation of complex molecular architectures, which is crucial in drug discovery and development.

In addition to its synthetic utility, N-Carbobenzoxy-L-prolinol has shown promise in the field of medicinal chemistry, particularly in the design of inhibitors for various biological targets. Its hydroxymethyl group contributes to its potential as a chiral auxiliary, allowing for the selective formation of enantiomers in chemical reactions. This compound is particularly beneficial for researchers focused on developing novel therapeutic agents, as it can streamline the synthesis process while improving yields and selectivity. With its broad range of applications, N-Carbobenzoxy-L-prolinol stands out as a key reagent for professionals in the pharmaceutical and chemical industries.

Synonyms
N-Cbz-L-prolinol, (S)-1-Carbobenzoxy-2-pyrrolidinemethanol, (S)-1-Cbz-2-pyrrolidinemethanol, N-Benzyloxycarbonyl-L-prolinol
CAS Number
6216-63-3
Purity
≥ 95% (NMR)
Molecular Formula
C13H17NO3
Molecular Weight
235.28
MDL Number
MFCD02683224
PubChem ID
4576020
Density
1.17 g/mL
Appearance
Light yellow liquid
Boiling Point
220 °C / 0.5 mmHg (Lit.)
Refractive Index
n20D 1.54
Optical Rotation
[a]20D = -40 ± 2 ° (C = 0.5 in CHCl3)
Conditions
Store at RT
General Information
Synonyms
N-Cbz-L-prolinol, (S)-1-Carbobenzoxy-2-pyrrolidinemethanol, (S)-1-Cbz-2-pyrrolidinemethanol, N-Benzyloxycarbonyl-L-prolinol
CAS Number
6216-63-3
Purity
≥ 95% (NMR)
Molecular Formula
C13H17NO3
Molecular Weight
235.28
MDL Number
MFCD02683224
PubChem ID
4576020
Density
1.17 g/mL
Appearance
Light yellow liquid
Boiling Point
220 °C / 0.5 mmHg (Lit.)
Refractive Index
n20D 1.54
Optical Rotation
[a]20D = -40 ± 2 ° (C = 0.5 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

N-Carbobenzoxy-L-prolinol is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a protecting group in the synthesis of peptides, allowing for the selective modification of amino acids without interfering with other functional groups.
  • Drug Development: It plays a crucial role in the development of pharmaceutical compounds, particularly in creating prodrugs that enhance bioavailability and therapeutic efficacy.
  • Organic Chemistry: Researchers use it as an intermediate in various organic reactions, facilitating the synthesis of complex molecules with improved yields and selectivity.
  • Chiral Catalysis: N-Carbobenzoxy-L-prolinol is employed in asymmetric synthesis, helping to produce chiral compounds essential in the manufacture of many drugs.
  • Biochemical Research: It is utilized in studies involving enzyme inhibitors and receptor binding, contributing to the understanding of biological processes and disease mechanisms.

Citations