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Catalog Number:
41677
CAS Number:
95687-41-5
N-Carbobenzoxy-trans-4-hydroxy-L-prolinol
Purity:
≥ 95% (GC)
Synonym(s):
N-Cbz-trans-4-hydroxy-L-prolinol, Benzyl(2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate, (2S,4R)-4-Hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylicacid benzyl ester, N-Benzyloxycarbonyl-trans-4-hydroxy-L-prolinol
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Product Information

N-Carbobenzoxy-trans-4-hydroxy-L-prolinol is a versatile compound widely utilized in the fields of organic synthesis and pharmaceutical development. This compound, also known as Z-trans-4-hydroxy-L-prolinol, serves as a key intermediate in the synthesis of various bioactive molecules, particularly in the production of peptide-based drugs. Its unique structure, featuring a carbobenzoxy group, enhances its stability and solubility, making it an ideal candidate for applications in medicinal chemistry and drug formulation.

Researchers and industry professionals appreciate N-Carbobenzoxy-trans-4-hydroxy-L-prolinol for its ability to facilitate the development of novel therapeutics, especially in the treatment of neurological disorders and cancer. Its hydroxyl group provides opportunities for further functionalization, allowing for the creation of diverse derivatives tailored to specific biological activities. This compound not only streamlines synthetic pathways but also enhances the efficacy of final products, making it a valuable asset in both academic research and industrial applications.

Synonyms
N-Cbz-trans-4-hydroxy-L-prolinol, Benzyl(2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate, (2S,4R)-4-Hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylicacid benzyl ester, N-Benzyloxycarbonyl-trans-4-hydroxy-L-prolinol
CAS Number
95687-41-5
Purity
≥ 95% (GC)
Molecular Formula
C13H17NO4
Molecular Weight
251.28
MDL Number
MFCD03427085
PubChem ID
4283280
Density
1.29 g/mL at 25 °C (Lit.)
Appearance
Colorless to light orange to yellow clear liquid
Boiling Point
240 °C (Lit.)
Refractive Index
n20D 1.54
Optical Rotation
[a]20D = -46 to -42 ° (C = 1 in CHCL3)
Conditions
Store at RT
General Information
Synonyms
N-Cbz-trans-4-hydroxy-L-prolinol, Benzyl(2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate, (2S,4R)-4-Hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylicacid benzyl ester, N-Benzyloxycarbonyl-trans-4-hydroxy-L-prolinol
CAS Number
95687-41-5
Purity
≥ 95% (GC)
Molecular Formula
C13H17NO4
Molecular Weight
251.28
MDL Number
MFCD03427085
PubChem ID
4283280
Density
1.29 g/mL at 25 °C (Lit.)
Appearance
Colorless to light orange to yellow clear liquid
Boiling Point
240 °C (Lit.)
Refractive Index
n20D 1.54
Optical Rotation
[a]20D = -46 to -42 ° (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

N-Carbobenzoxy-trans-4-hydroxy-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 during chemical reactions.
  • Drug Development: It plays a crucial role in the design of pharmaceutical compounds, particularly in creating prodrugs that enhance bioavailability and therapeutic efficacy.
  • Biochemical Research: Researchers use it to study enzyme activity and protein interactions, contributing to a better understanding of biological processes.
  • Cosmetic Formulations: The compound is incorporated into skincare products for its potential to improve skin hydration and elasticity, making it valuable in the cosmetics industry.
  • Material Science: It is explored for use in creating novel materials with specific properties, such as improved mechanical strength or thermal stability.

Citations