trans-4-Hydroxy-L-proline, 99+%, Thermo Scientific Chemicals

Name: trans-4-Hydroxy-L-proline, 99+%, Thermo Scientific Chemicals
SKU: A11851.14

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Catalog number A11851.14

also known as A11851-14

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Quantity:

25 g

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Chemical Identifiers

CAS51-35-4

IUPAC Name4-hydroxypyrrolidine-2-carboxylic acid

Molecular FormulaC5H9NO3

InChI KeyPMMYEEVYMWASQN-UHFFFAOYNA-N

SMILESOC1CNC(C1)C(O)=O

Specifications

Specification Sheet

Appearance (Color)White to pale cream

Optical Rotation-75.6 ± 0.5° (C=4 in water)

Assay (Non-aqueous acid-base Titration)≥99.0 to ≤101.0%

Identification (FTIR)Conforms (non-U.S. specification)

FormCrystals or powder or crystalline powder

trans-4-Hydroxy-L-proline is used as a reagent for the preparation of neuroexcitatory kainoids and antifungal echinocandins. It is also involved in the synthesis of chiral ligands for enantioselective ethylation of aldehydes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
trans-4-Hydroxy-L-proline is used as a reagent for the preparation of neuroexcitatory kainoids and antifungal echinocandins. It is also involved in the synthesis of chiral ligands for enantioselective ethylation of aldehydes.

Solubility
Soluble in water.

Notes
Incompatible with strong oxidizing agents.

RUO – Research Use Only

General References:

Chiral precursor for a wide variety of synthetic targets. For discussion of some examples, see: Tetrahedron, 52, 13803 (1996).
Satomura, T.; Ishikura, M.; Koyanagi, T.; Sakuraba, H.; Ohshima, T.; Suye, S. I. Dye-linked d-amino acid dehydrogenase from the thermophilic bacterium Rhodothermus marinus JCM9785: characteristics and role in trans-4-hydroxy-l-proline catabolism. Appl. Microbiol. Biotechnol. 2015, 99 (10), 4265-4275.
Kuttan, R.; Panikkar, B.; Binitha, P. P. Amino acids in sandal (Santalum album L) with special reference to cis-4-hydroxy-l-proline and sym. homospermidine. Springerplus 2015, 4 (1), 1-9.