Description
(S)-(-)-1-Benzyl-3-pyrrolidinol (CAS No. 101385-90-4) is a high-purity chiral compound with the molecular formula C11H15NO. This optically active pyrrolidine derivative features a benzyl group at the 1-position and a hydroxyl group at the 3-position, making it a valuable intermediate in asymmetric synthesis and pharmaceutical research. With a purity of ≥99%, this compound is ideal for use as a ligand, catalyst, or building block in the development of bioactive molecules. Its stereochemical purity ensures consistent performance in enantioselective reactions. Supplied as a clear to pale yellow liquid, it should be stored under inert conditions to maintain stability.
Properties
- CAS Number: 101385-90-4
- Complexity: 154
- IUPAC Name: (3S)-1-benzylpyrrolidin-3-ol
- InChI: InChI=1S/C11H15NO/c13-11-6-7-12(9-11)8-10-4-2-1-3-5-10/h1-5,11,13H,6-9H2/t11-/m0/s1
- InChI Key: YQMXOIAIYXXXEE-NSHDSACASA-N
- Exact Mass: 177.115364102
- Molecular Formula: C11H15NO
- Molecular Weight: 177.24
- SMILES: C1CN(C[C@H]1O)CC2=CC=CC=C2
- Topological: 23.5
- Monoisotopic Mass: 177.115364102
- Synonyms: (S)-(-)-1-Benzyl-3-pyrrolidinol, (3S)-1-(phenylmethyl)-3-pyrrolidinol, 600-202-4, 101385-90-4, (S)-1-Benzylpyrrolidin-3-ol, (S)-1-Benzyl-3-pyrrolidinol, (3S)-1-benzylpyrrolidin-3-ol, (S)-1-Benzyl-3-hydroxypyrrolidine, (s)-1-benzyl-pyrrolidin-3-ol, 3-Pyrrolidinol, 1-(phenylmethyl)-, (3S)-, (s)-3-hydroxy-1-benzylpyrrolidine, (s)-1-n-benzyl-3-hydroxypyrrolidine, MFCD00075485, (3S)-1-BENZYL-3-HYDROXYPYRROLIDINE, 1-Benzyl-3-pyrrolidinol #, (S)-N-Benzyl-3-hydroxypyrrolidine, (s)-n-benzyl-3-pyrrolidinol, SCHEMBL608225, SCHEMBL28441867, (3S)-1-Benzyl-pyrrolidin-3-ol, (S)(-)-1-benzyl-3-pyrrolidinol, N-benzyl-3-(S)-hydroxypyrrolidine, AKOS005146005, AC-2594, CS-W017360, FB31246, HY-W016644, (s)-(-)-1-benzyl-3-hydroxypyrrolidine, (S)-1-phenylmethyl-3-hydroxypyrrolidine, AS-30792, DB-032268, (S)-(-)-1-Benzyl-3-pyrrolidinol, 99%, B1533, ST50408489, EN300-1724099, F0001-0061
(S)-(-)-1-Benzyl-3-pyrrolidinol is widely used as a chiral auxiliary in asymmetric synthesis and pharmaceutical applications. It serves as a key intermediate in the preparation of enantiomerically pure drugs and bioactive compounds. Researchers utilize it in catalysis, ligand design, and medicinal chemistry due to its stereochemical integrity. Its versatility extends to agrochemical and fine chemical synthesis, where precise chirality control is critical.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (89.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (89.4%)
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