Cas no 114676-47-0 ((2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate)

(2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate is a chiral pyrrolidine derivative widely used as a key intermediate in pharmaceutical synthesis and asymmetric catalysis. Its stereochemically defined structure, featuring both hydroxyl and ester functional groups, makes it a versatile building block for the preparation of bioactive compounds, particularly in the development of peptidomimetics and enzyme inhibitors. The rigid pyrrolidine scaffold enhances conformational control, while the hydroxyl group allows for further derivatization. This compound is valued for its high enantiopurity and stability under standard handling conditions, ensuring reproducibility in synthetic applications. Its utility spans medicinal chemistry, agrochemical research, and materials science, where precise stereochemistry is critical.
(2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate structure
114676-47-0 structure
Product Name:(2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate
CAS No:114676-47-0
MF:C6H11NO3
MW:145.156441926956
CID:130413
PubChem ID:7020012
Update Time:2025-06-07

(2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • (2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate
    • D-Proline, 4-hydroxy-,methyl ester, (4R)-
    • Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate
    • methyl 4-hydroxy-L-prolinate
    • cis-4-Hydroxy-D-proline methyl ester
    • Cis-4-OH-D-Pro-Ome
    • D-Proline, 4-hydroxy-, methyl ester, (4R)- (9CI)
    • (2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid methyl ester
    • (2R,4R)-rel-methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride
    • EN300-148198
    • D-Proline, 4-hydroxy-, methyl ester, (4R)-
    • (2R,4R)-4-Hydroxy-pyrrolidine-2-carboxylic acid methyl ester
    • AM20080088
    • (2R,4R)-2-Carbomethoxy-4-hydroxypyrrolidine
    • AKOS015850856
    • 114676-47-0
    • ZORHSASAYVIBLY-RFZPGFLSSA-N
    • AS-30058
    • (2R,4R)-methyl4-hydroxypyrrolidine-2-carboxylate
    • SCHEMBL1439294
    • 790644-51-8
    • CS-0183723
    • A15140
    • DTXSID90427207
    • Rel-methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate
    • DB-000725
    • MDL： R179577
    • Inchi： 1S/C6H11NO3/c1-10-6(9)5-2-4(8)3-7-5/h4-5,7-8H,2-3H2,1H3/t4-,5-/m1/s1
    • InChI Key： ZORHSASAYVIBLY-RFZPGFLSSA-N
    • SMILES： O[C@H]1CN[C@@H](C(=O)OC)C1

Computed Properties

  • Exact Mass: 145.07400
  • Monoisotopic Mass: 145.07389321g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 137
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.7
  • Topological Polar Surface Area: 58.6?2

Experimental Properties

  • Density: 1.216±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 247.2±40.0 oC (760 Torr),
  • Flash Point: 103.3±27.3 oC,
  • Refractive Index: 1.487
  • Solubility: Soluble (634 g/l) (25 o C),
  • PSA: 58.56000
  • LogP: -0.78900

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(2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate Production Method

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