H54409

trans-4-Hydroxy-L-proline

≥99%

• Synonym(s): (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, Hyp
• Empirical Formula (Hill Notation): C₅H₉NO₃
• CAS Number: 51-35-4
• Molecular Weight: 131.13
• Beilstein: 81441
• EC Number: 200-091-9
• MDL number: MFCD00064320
• UNSPSC Code: 12352209
• PubChem Substance ID: 24895692
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: ≥99%
• form: crystalline powder
• optical activity: [α]25/D −75.6°, c = 1 in H₂O
• reaction suitability: reaction type: solution phase peptide synthesis
• color: white to off-white
• mp: 273 °C (dec.) (lit.)
• application(s): peptide synthesis
• SMILES string: O[C@H]1CN[C@@H](C1)C(O)=O
• InChI: 1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
• InChI key: PMMYEEVYMWASQN-DMTCNVIQSA-N

Description

General description

Trans-4-hydroxy-L-proline is an isomer of hydroxyproline used as a chiral building block in the production of many pharmaceuticals like neuroexcitatory kainoids.

Application

Versatile reagent for the synthesis of neuroexcitatory kainoids and antifungal echinocandins. Also employed in the synthesis of chiral ligands for enantioselective ethylation of aldehydes.

Other Notes

Natural constituent of animal structural proteins such as collagen and elastin.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves