| Identification | Back Directory | [Name]
(S)-2-Diphenylmethylpyrrolidine (hydrochloride) | [CAS]
188398-87-0 | [Synonyms]
(S)-Desoxy-D2PM (hydrochloride)
(S)-2-Diphenylmethylpyrrolidine (hydrochloride)
(2S)-2-(Diphenylmethyl)pyrrolidine Hydrochloride (1.0 mg/mL in Methanol) | [Molecular Formula]
C17H20ClN | [MDL Number]
MFCD29477675 | [MOL File]
188398-87-0.mol | [Molecular Weight]
273.8 |
| Chemical Properties | Back Directory | [Melting point ]
281-282 °C(Solv: dichloromethane (75-09-2); ligroine (8032-32-4)) | [solubility ]
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 20 mg/ml; Methanol: 1 mg/ml; PBS (pH 7.2): 20 mg/ml | [form ]
A crystalline solid | [InChI]
InChI=1/C17H19N.ClH/c1-3-8-14(9-4-1)17(16-12-7-13-18-16)15-10-5-2-6-11-15;/h1-6,8-11,16-18H,7,12-13H2;1H/t16-;/s3 | [InChIKey]
KTGRJTGIWVDSKZ-LSQUZMQTNA-N | [SMILES]
N1CCC[C@H]1C(C1=CC=CC=C1)C1=CC=CC=C1.[H]Cl |&1:4,r| |
| Hazard Information | Back Directory | [Description]
(S)-Desoxy-D2PM (hydrochloride) is most commonly used as a chiral solvating agent for NMR analysis of chiral compounds.1 Interestingly, it is also, structurally, closely related to 2-DPMP (hydrochloride) (Item No. 11481), a dopamine transporter inhibitor and psychoactive stimulant.2 The physiological and toxicological properties of (S)-Desoxy-D2PM have not been explored. | [Uses]
The hydrochloride salt of a useful chiral auxiliary (2S)-2-(Diphenylmethyl)pyrrolidine, based on (S)-proline and bearing sterically demanding side chains at the pyrrolidine moiety. | [References]
[1] DAVID J. BAILEY Mustafa T David O’Hagan. A short synthesis of (S)-2-(diphenylmethyl)pyrrolidine, a chiral solvating agent for NMR analysis[J]. Tetrahedron, asymmetry, 1997, 8 1: Pages 149-153. DOI: 10.1016/s0957-4166(96)00495-8
[2] KYLE C. SCHMITT. Interaction of cocaine-, benztropine-, and GBR12909-like compounds with wild-type and mutant human dopamine transporters: molecular features that differentially determine antagonist-binding properties[J]. Journal of Neurochemistry, 2008, 107 4: 928-940. DOI: 10.1111/j.1471-4159.2008.05667.x |
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