Description
(2R,4R)-Benzyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate (CAS: 1009335-39-0) is a high-purity chiral pyrrolidine derivative widely utilized in pharmaceutical research and organic synthesis. This compound features a benzyl-protected carboxylate group and two hydroxyl functionalities, making it a versatile intermediate for the development of bioactive molecules, particularly in asymmetric synthesis and medicinal chemistry applications. With a molecular formula of C13H17NO4 and a well-defined stereochemistry, it is ideal for researchers requiring enantiomerically pure building blocks. Its structural properties enable its use in the synthesis of complex heterocycles, peptidomimetics, and enzyme inhibitors. Packaged under strict quality control, this product ensures reproducibility for critical laboratory and industrial processes.
Properties
- CAS Number: 1009335-39-0
- Complexity: 278
- IUPAC Name: benzyl (2R,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
- InChI: InChI=1S/C13H17NO4/c15-8-11-6-12(16)7-14(11)13(17)18-9-10-4-2-1-3-5-10/h1-5,11-12,15-16H,6-9H2/t11-,12-/m1/s1
- InChI Key: WDEQGLDWZMIMJM-VXGBXAGGSA-N
- Exact Mass: 251.11575802
- Molecular Formula: C13H17NO4
- Molecular Weight: 251.28
- SMILES: C1[C@H](CN([C@H]1CO)C(=O)OCC2=CC=CC=C2)O
- Topological: 70
- Monoisotopic Mass: 251.11575802
- Synonyms: 1009335-39-0, (2R,4R)-Benzyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate, benzyl (2R,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate, MFCD18837818, SCHEMBL12164616, WDEQGLDWZMIMJM-VXGBXAGGSA-N, AKOS027339704, AS-72242, DB-222759, CS-0060538, F11507, (2R,4R)-Benzyl4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate, (2R,4R) -Phenyl-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
This compound serves as a key chiral intermediate in the synthesis of pharmaceuticals, particularly for antiviral and anticancer agents. It is employed in asymmetric catalysis and as a scaffold for designing enzyme inhibitors due to its stereospecific hydroxyl and hydroxymethyl groups. Researchers also use it to develop prodrugs and modified peptides with enhanced bioavailability.
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